495. Consider the following transformation : 499.

The number of π bonds in the product formed

by passing acetylene through dil. H2SO4
containing mercuric sulphate is
(a) zero (b) one
(c) two (d) three
A.P.EAMCET-1997
Which one of the following reagents is suitable Ans. (b) : CH ≡ CH + H O  dil.H 2SO 4 / HgSO4
→ CH 3CHO
2
for the above transformation? Acetylene Acetaldehyde

(a) H2 Lindlar catalyst (b) LiAlH4 The product is -

(c) Na, NH3(liq) (d) Zn-Hg/HCl H O
SCRA-2015 | || π
Ans. (c): H − C − C −H
|
H
In acetaldehyde only one π– bond present
500. The homologue of ethyne is
(a) C2H4 (b) C2H6
(c) C3H8 (d) C3H4
JIPMER-2009
UP CPMT-2008
AP-EAMCET (Medical)-2006, 1998
Ans. (d) : A homologue is a compound belonging to
series of compounds differing from each other by a
repeating unit, such as a methylene bridge-CH2 group.
For ethyne C2H2 homologue will be C3H4.
496. Dilute KMnO4 oxidises acetylene to
501. A gas decolourises Br2 in CCl4 and forms a
(a) acetic acid (b) carbon dioxide
precipitate with ammonical silver nitrate. The
(c) oxalic acid (d) acetaldehyde
gas is
A.P.EAMCET-1992
(a) C2H2 (b) C2H4
Ans. (c) : Acetylene react with dilute KMnO4 to give
oxalic acid. (c) C H
2 6 (d) CH4
COOH A.P.EAMCET-1998
CH ≡ CH + 4[O]  KMnO 4 ,KOH
→| Br Br
COOH | |
Oxalicacid
Ans. (a) : CH ≡ CH + 2Br2  CCl4
→ CH − CH
497. The hybridisation involved in acetylene is | |
(a) sp (b) sp2 Br Br
(c) sp3 (d) dsp2
A.P.EAMCET-1993
Ans. (a) : Acetylene (C2H2), the hybridisation involve
in acetylene is sp because it has triple bonded
compound. The structure of acetylene is– If the compound decolourises Br2/CCl4, it must be
HC ≡ CH unsaturated and it gives a white ppt with
498. In the following reaction sequence, AgNO3/NH4OH, the surety of a compound is alkyne
CaC 2 
H 2O
→ P → Q 
Hot iron CH3CI
AlCI3
→R (C2H2)
the product R is 502. The number of C – C sigma bonds present in
(a) benzene 1–butyne is
(b) toluene (a) 2 (b) 3
(c) ethylbenzene (c) 4 (d) 5
(d) n-propyl benzene A.P.EAMCET-1999
A.P.EAMCET-1995 1 2 3 4

Ans. (b) : Ans. (b) : C H ≡ C − C H 2 − C H 3

1-butyne
CaC2 
H 2O
→ HC ≡ CH →
Hot iron
tube
C6 H 6 
CH3Cl
AlCl
→ C6 H 5CH 3 Hence, the number of three C–C sigma bond present in
Acetylene 3
Benzene Toluene
(P) (Q) (R ) 1-butyne.

Objective Chemistry Volume-I 1138 YCT

503. The number of acetylene molecules required to 508. The following reaction is an example of
form one molecule of benzene is ...........reaction.
(a) 1 (b) 2 C 2 H 4 Br2 Alc.KOH
→ C2 H 2
(c) 3 (d) 4 (a) addition
A.P.EAMCET-1999 (b) dehydrobromination
Ans. (c) : 3C 2 H 2 →
Red hot iron tube
Polymerisation
C6 H 6 (c) substitution
Acetylene Benzene
(d) debromination
When the number of 3 moles of acetylene molecules A.P.EAMCET-2004
required to form one molecule of benzene.
Ans. (b) :
504. Which of the following hydrocarbons has least ∆
C 2 H 4 Br2 + 2KOH  → CH ≡ CH + 2KBr + 2H 2 O
carbon-carbon bond length? Ethylene Alc. Acetylene
dibromide
(a) C2H6 (b) C2H4
(c) C6H6 (d) C2H2 This reaction is dehydrohalogenation reaction.
A.P.EAMCET-2000 509. What are X and Y respectively in the following
Ans. (d) : C2H2 has least C – C bond length i.e. 1.20 Å. reaction?
• C2H4 has least C–C bond length is 1.33 Å. Z − product  y
→ 2 − butyne x
→ E − product
• C2H6 has least C–C bond length is 1.54 Å. (a) Na/NH3(liq.) and Pd/BaSO4 + H2
505. Which of the following reacts with ammonical (b) Ni/1400 C and Pd/BaSO4 + H2
cuprous chloride? (c) Ni/1400C and Na/NH3 (liq.)
(a) CH4 (b) C2H2 (d) Pd/BaSO4 + H2 and Na/NH3 (liq.)
(c) C2H6 (d) C6H6 A.P.EAMCET-2008
A.P.EAMCET-2000 Ans. (a) :
Ans. (b) : Acetylene (C2H2) reacts with ammonical
cuprous chloride
HC ≡ CH →Cu 2 Cl 2
NH 4 OH
Cu − C ≡ C − Cu
Acetylene Cuprous acetalide

506. The reagent used for converting acetylene to

oxalic acid is
(a) HgSO4/aqueous H2SO4
(b) HgSO4/CH3COOH
(c) KMnO4/KOH, 250C
(d) Cr2O3/H2SO4
A.P.EAMCET-2002
Ans. (c) : The reagent KMnO4/KOH, 250C is used for 510. Which of the following compounds reacts with
converting acetylene to oxalic acid an aqueous solution of Ag(NH3)2OH?
(a) Ethane (b) Ethene
CH ≡ CH + 4 [ O ]  KMnO4
KOH,25o C
→ HOO C − COOH
Acetylene oxalicacid (c) 1 – Butyne (d) 2 – Butyne
MPPET - 2012
507. When acetylene is passed through red hot iron
tube, compound X is formed. Which one of the Ans. (c) : Terminal alkyne (1-butyne)
following reactions will yield X as the major H3C – H2C – C ≡ CH posses acidic hydrogen. Hence it
product? reacts with Ag(NH3)2OH to form a ppt. of silver salt.
(a) C6 H 5OH + Zn → Distillation 511. Action of zinc dust on tetrabromo ethane gives
(a) CH2OH (b) CH ≡ CH
(b) C6 H 5SO3 H + NaHCO3 →
CH = CH 2
(c) C6 H12 + 3H 2  Ni
→ (c) | (d) CH3 — CH3
∆
CH 2 OH
(d) C6 H 5Cl + H 2 O  →
A.P. EAMCET-1996
A.P.EAMCET-2003
Ans. (b) :
Ans. (a) : When acetylene iron tube, benzene is formed
C2 H 2 Br4 + 2Zn  → C2 H 2 + 2ZnBr2
Red hot tube elimination
3C 2 H 2 → C 6 H 6 Tetrabromo ethane reaction Acetylene

Acetylene (× ) 512. Ethylene reacted with bromine in CCl4 to form

X. X is treated with alcoholic KOH to give Y. X
distillation → C H + ZnO
C6 H 5OH + Zn  6 6 and Y are respectively

Objective Chemistry Volume-I 1139 YCT

 (a) BrCH2—CH2Br and C2H2 Ans. (a) :
(b) C2H5Br and C2H4
(c) C2H5Br and C6H6
(d) C2H5Br3 and C2H4
Propone Prop pone or Acetone
A.P. EAMCET-2000
Ans. (a) :

Diacetone alcohol

513. Ethyne is treate with 30% H2SO4 in the

presence of 1% mercuric sulphate at 70°C. 515. Ammonicla cuprous chloride will give red
What is the product formed? precipitate with which one of the following
(a) Ethene (a) CH3 – C C ≡ C – CH 3
(b) Ethanol (b) CH 3 – CH = CH 2
(c) Ethanal (c) CH 3 – C ≡ CH
(d) Ethylene glycol (d) CH 3 – CH = CH – CH 3
MPPET-2008
A.P.EAMCET/1999
Ans. (c) : The compound which reacts with ammonicla
Ans. (c) : cuprous chloride which produces a red precipitate is
CH ≡ CH + H 2 O  1% HgSO 4
0
70 C
→ CH 3 CHO ethyne (acetylene)- The option (c) is correct.
Acetylene Ethanal 516. Reaction of acetylene with water in the
or
Acetaldehyde presence of H2SO4 and HgSO4 gives :
(a) Acetone
514. The major product form the following reaction
(b) Acetablehyde
sequence is
(c) Acetic acid
i)Hg2*/H+ ,333K (d) Formaldehyde
ii)NaOH
Propyne  → SCRA - 2009
iii)∆ Ans. (b) : Acetylene reacts with water in the presence
iv)Pd,H2 of dill sulphuric acid and mercuric sulphate to form
v)NaBH4 unstable product which under goes rearrangement to
(a) give acetaldehyde.

(b)
517. Identify the alkyne in the following sequence of
reactions,

(c)

(a)
(d) (b)
(c)
(d)
AP EAMCET (Engg.)-2009
TS EAMCET 10.08.2021, Shift-I BITSAT – 2009
Objective Chemistry Volume-I 1140 YCT
Ans. (a) Ans. (c) : HC ≡ CH 
H 2 SO4
→
Hg 2+

Acetaldehyde does not give Victor Meyer test.

520. The number of sigma and pi bonds in pent-2-
yne is
(a) 12 and 2
(b) 11 and 2
(c) 13 and 2
(d) 12 and 3
518. In the following reaction sequence Identify
COMEDK 2012
product ‘Q’ and reagent ‘R’ Ans. (a):

CH 3 – C ≡ C – CH 2 – CH 3
Pent-2-yne
(a)
Total number of π bonds = 2
(b) Total number of σ bonds = 12
521. Ethylene can be separated from acetylene by
(c) passing the mixture through
(a) fuming h2SO4 (b) pyrogallol
(c) ammoniacal Cu2CI2 (d) charcoal powder
(d)
WB-JEE-2009
AP EAPCET 19-08-2021 Shift-I Ans. (c) : Ethylene can be separated from acetylene by
Ans. (c) : passing the mixture through ammonical Cu2Cl2.
CH ≡ CH + CuCl2 (ammonical) → CuC ≡ CC 4
Copper acetylide
( red ppt.)

CH 2 = CH 2 + CuCl2 (ammonical) → No reaction

522. Acetylene and HCHO react in presence of
copper acetylide catalyst to form:
(a) 1-butyne-1, 4-diol
(b) 2-butyne-1, 2-diol
(c) 2-butyne-1, 4-diol
(d) none of these
AP-EAMCET (Medical), 2006
Ans. (c) : When acetylene and HCHO react in presence
of copper acetylene catalyst to formed the 2-butync-1,4-
diol.
H − C ≡ C − H + 2HCHO → HOH 2 C − C ≡ C − CH 2 OH
Acetylene Formaldehyde 2-butyne-1,4-diol
519. In the following reaction: 523. Identify C in the following reaction
HC ≡ CH 
H 2 SO 4
Hg 2+
→ 'P' C2 H 2 
Chromic
acid
→ A 
NH 3
→ B 
–H O
→C
2

Product ‘P’ will not give (a) CH 3 – CH 2 – NH 2

(a) Tollen’s reagent test (b) CH 3 – CN
(b) Brady’s reagent test (c) CH 3 – CH 2 – NH – CH3
(c) Victor Meyer test O
(d) ||
(d) Iodoform test. CH 3 − C − NH 2
KARNATAKA NEET 2013 AP-EAMCET (Medical), 2008
Objective Chemistry Volume-I 1141 YCT
Ans. (d) : When chromic acid (CrO4H2) treated with Ans. (c) : When 3 moles of ethyne is passed through red
acetylene then acetic acid is formed. Further acetic acid hot iron tube at 873K. It undergoes cyclic
reacted with ammonia to formed the ammonium acetate. polymerization to form benzene. When benzene reacts
When heat supplied on ammonium acetate then with fuming H2SO4 undergo sulphonation and forms
benzene sulphonic acid.
acetamide is formed
3H 2 C 2 
Re d hot
iron tube
→ C6 H 6
Ethyne Benzene

C6 H 6 + H 2SO 4 
→ C 6 H 5SO3 H + H 2 O
Benzene Sulfuric Benzene sulphonic
acid acid

527. When propyne is passed through a red hot iron

tube at 873K, the reaction gives product having
molecular formula of
(a) C7H8 (b) C9H12
(c) C8H10 (d) C6H6
TS EAMCET 04.08.2021, Shift-I
Ans. (b) :
524. In the following reaction
0
C 2 H 2 
H 2 O 60 C
HgSO4 /H 2SO4
→ X   CH 3CHO
What is X?
(a) CH3CH2OH (b) CH3OCH3
(c) CH3CH2CHO (d) H2C=CHOH
AP-EAMCET (Medical), 2001 Hence, the molecular formula of 1,3,5 trimethyl
Ans. (d) : Acetylene (C2H2) treated with water or dil. benzene is C9H12.
H2SO4 in presence of Hg2+ or HgSO4, vinyl alcohol is 528. Ph − CH 2 − CH = CH − CH 3 → ( i ) Br2
( ii ) Alc.KOH
obtained which undergoes rearrangement to form
(a) Ph – CH = CH – CH = CH2
acetaldehyde (CH3–CHO).
Rearrangement
Ph − CH 2 − CH − CH − CH 3
HC ≡ CH + H 2 O 
H SO / HgSO
2 4 4
→ H 2 C = CH − OH       
 CH3 − CHO (b) | |
Acetylene Vinylalcohol Acetaldehyde
OH OH
525. When acetylene gas is passed through ........ (c) Ph – CH2 – C = C ≡ CH3
solution, a white precipitate is formed : (d) Ph – C ≡ C – CH2 – CH3
(a) Aqueous silver nitrate AIIMS 25 May 2019 (Evening)
(b) Ammoniacal cuprous chloride Ans. (a):
(c) Ammoniacal silver nitrate
(d) Aqueous potassium permanganate
AP-EAMCET (Medical), 2002
Ans. (c) : When acetylene (C2H2) gas is passed through
ammoniacal silver nitrate (AgNO3) solution, a white
precipitate is formed. The reaction is given below – 529. Ozonolysis of acetylene gives
H − C ≡ C − H + 2AgNO3 + 2NH 4 OH  → (a) HCHO (b) CH3CHO
Acetylene Silver Ammonium (c) CHO-CHO (d) none of these
nitrate hydroxide
AIIMS-1996
2+
Ag⋅ C ≡ C + 2NH 4 NO3 + 2H 2 O Ans. (c):
Silver Ammonium nitrate
acetylide

526. In the following reaction, X and Y are

respectively :
530. The end product (C) in the following sequence
C 2 H 2 
X
→ C6 H 6 
Y
→ C6 H 5SO3
of reactions
(a) iron tube/heating, Na2SO4 HC ≡ CH  1%HgSO

→ A 
CH MgX
→B 
[O]
→(C) 4 3
20% H SO HO 2 4 2
(b) Zn, conc. H2SO4
(a) acetic acid (b) isopropyl alcohal
(c) red hot iron tube, fuming H2SO4 (c) acetone (d) ethanol
(d) H2/Pd —BaSO4, dil/H2SO4 AIIMS-2017, 1997
AP-EAMCET (Medical), 2002 CG PET-2004
Objective Chemistry Volume-I 1142 YCT
Ans. (c): Ans. (b): In but-2-yne has two methyl group have
dipolar direction to each other Hence, the resultant
dipole moment is zero.
CH3–C≡C→CH3
µ=O
534. 1-Butyne can be distinguished most easily from
2-butyne by
(a) bromine water (b) ozomnolysis
(c) Tollen's reagent (d) KMnO4 solution
531. Which is the most suitable reagent among the AIIMS-2011
following to distinguish compound (3) from rest NEET Mains-2012
of the compounds? BCECE-2003]
1. CH3 –C ≡ C–CH3 JIPMER-2005
2. CH3 –CH2 – CH2–CH3 Ans. (c): The hydrogen atom that are attached to triply
3. CH3– CH2C ≡ CH bonded carbon are weakly acidic in nature. The two
4. CH3– CH = CH2 alkyne. The reaction with tollen’s reagent. Tollen’s
(a) Bromine in carbon tetrachloride reagent is a chemical reagent which consist of a solution
(b) Bromine in acetic acid of silver nitrate, ammonia and some sodium hydroxide.
(c) Alk KMn O4 Due to acidic nature of the hydrogen atoms attached to
(d) Ammoniacal silver nitrate the triply bonded carbon, terminal alkynes react with
[AIIMS-2015] heavy metallic salts like silver nitrate. Hence, 1–butyne
Ans. (d): : Only terminal allcyne react with ammonical is a terminal alkyne, it will react with Tollen’s reagent
solution of silver nitrate. (AgNO3) while 2-butyne will not react as it as internal alkyne.
535. Which of the following gives propyne on
hydrolysis?
Rest other campaind donot react with ammonical (a) Al4C3 (b) Mg2C3
solution of silver nitrate. (c) B4C (d) La4C3
(i) CH3–C≡C–CH3+2[Ag(NH3)2] NO3→No reaction [AIIMS-2005]
(ii)CH3–CH2–CH2–CH3+2[Ag(NH3)2] NO3→No Ans. (b): Mg2C3 (Magnesium carbide) on hydrolysis to
reaction give propyne.
(iii) CH3–CH=CH2+2[Ag(NH3)2]NO3→No reaction
532. Predict the nature of P in the following reaction
CH 3 C ≡ CCH 3 →
NaNH 2 / inert solvent
P Al4 C3 + 12H 2 O → 3CH 4 + 4Al(OH)3
heat Methane
(a) CH2≡ CHCH =CH2 536. With ammoniacal cuprous chloride solution, a
(b) CH2 = C = CH–CH3 reddish brown precipitate is obtained on
(c) CH3CH2C ≡ CH treating with:
(d) No reaction (a) CH4 (b) C2H4
[AIIMS-2014] (c) C2H2 (d) C3H6
Ans. (c): [AIIMS-2001]
We know that when alkynes are heated with NaNH2 in Ans.(c): Acetylene on reaction with ammonical cuprous
an inert solvent, the triple bond moves towards end of chloride solution gives a reddish brown precipitate of
the chain. copper acetylide.

533. Which of the following has the lowest dipole

moment ?
CH3 CH3
(a) C=C IN the above reaction 2NH3Cl+2H2O are also formed in
H H
the products side.
(b) CH3C ≡ CCH3 537. Alkynes usually show which type of reaction?
(c) CH3CH3C ≡CH (a) Substitution (b) Elimination
(d) CH3= CH– C≡ CH (c) Addition (d) Replacement
[AIIMS-2013] AIIMS-1999
Objective Chemistry Volume-I 1143 YCT
Ans. (c): Alkyne undergo addition reaction due to the 542. When acetylene is passed into methanol at 160-
presence of loosely held π–electrons. Due to the 200°C on the presence of a small amount of
presence of a triple bond in alkynes, halogen, water etc. potassium methoxide under pressure, the
Can be added to them by the process of the addition following is formed –
reaction. The addition reaction of unsaturated (a) Polyvinyl alcohol
compound are added by a group of atoms or molecule to
(b) Divinyl ether
form a saturated compound. An addition occur when
two or more compounds combine to form a single (c) Dimethyl ether
product. (d) Methyl vinyl ether
538. 1-Butyne and cold alkaline [KMnO4] react to VITEEE-2019
produce: Ans. (d) : When acetylene is passed into methanol at
(a) CH3 CH2 COOH 160-200°C in the presence of a small amount (1-2%) of
(b) CH3CH2COOH+ CO2 potassium methoxide and under pressure just high
(c) CH3CH2COOH + HCOOH enough to prevent boiling, methyl vinyl ether is formed.
(d) CH3 CH2CH2COOH
[AIIMS-1997] HC ≡ CH + CH 3O − 
→ C − H = CHOCH 3
→ CH 2 = CHOCH 3 + CH 3O −
CH3OH
Ans. (b): Methyl vinylether
CH3 − CH 2 − C ≡ CH  Cold
→ CH3 − CH2 − COOH + CO2
alkalineKMnO4
543. Identify Z in the following reaction sequence
CH 3CH 2CH 2OH 
Cone.H 2SO4
160 −180°C
→X
539. Chloroform when heated with silver powder ↓
gives. Y 
Br2 +CCl 4
→
(ii)NaNH 2
(a) CH 4 (b) H 3C — CH 3
(c) CH ≡≡ CH (d) CH 2 == CH 2 (a) CH 3 − CH(NH 2 ) − CN 2 NH 2
AP- EAMCET(Medical) -2010 (b) CH 3 − CHOH − CH 2 OH
Ans. (c): When two mole of chloroform heated with (c) CH 3 − C ( OH ) = CH 2
six moles of solid silver powder gives the acetylene.
(d) CH 3 − C ≡ CH
2CHCl3 + 6Ag ( s ) 
→ CH ≡ CH + 6AgCl
VITEEE-2015
Chloroform Silver powder acetylene
Ans. (d) :
540. The number of σ and π bonds present in 1-
butene-3-yne is CH 3CH 2 CH 2 OH  
Conc.H 2SO 4
160°−180° C
→ CH 3CH = CH 2
(a) 7 and 3 (b) 5 and 5 (X)
(c) 7 and 2 (d) 6 and 4
AP - EAMCET(MEDICAL) - 2009 →
Br2

alc.KOH
→ CH 3CHBr − CH 2 Br
Ans. (a) : The structure of 1-butene-3-yene is given as– (Y)

[CH 3C(Br) = CH 2 + CH 3CH = CHBr]


NaNH 2
− HBr
→ CH 3C ≡ CH
Number of σ-bond = 7
( Z)
Number of π-bond = 3 Alcoholic KOH brings about dehydrobromination of Y
541. The number of π -bonds in the product formed and give a mixture of vinyl bromide. While NaNH2 is a
by passing acetylene through dil. strong base to give propyne.
H 2SO 4 containing mercuric sulphate is:
544. Ph − C ≡ C − CH 3 
Hg 2+ /H +
→ A.
(a) zero (b) one
(c) two (d) three
AP – EAMCET - (Medical)-1997
Ans. (b) : When acetylene passes through the dilute
H 2SO 4 in the presence of mercuric sulphate then
acetaldehyde is formed.
O
||
dil − H 2SO4 / HgSO4
H – C ≡ C – H + H 2 O  → CH 3 − C − H
Alkyne Acetaldehyde
As we know, acetaldehyde contains the one π-bonds VITEEE-2014
Objective Chemistry Volume-I 1144 YCT
Ans. (a) : Ans.(a):

H3C CH2 CH2 H

C C
H CH3

549. CH 3 C ≡≡ CH 
H 2 SO4
+ Hg 2 + ,600 C
→?
545. Consider following reaction ,
Hg 2+/HgSO4 (a) CH 3 CHO (b) CH 3 COOH
HC = CH X
H2SO4 (c) CH 3 COCH 3 (d) CH 3 CH 2 COOH
BCECE-2009
The compound 'Z' is O
(a) 1–propanol (b) 2– Propanol ||
(c) Propanol (d) Propan–2–one Ans. (c) : CH 3 − C ≡ CH H 2SO4
+ Hg 2 + , 60o C
→ CH 3 − C − CH 3
Propyne Acetone
AMU–2006
550. Predict the product 'C' obtained in the
Hg 2+ / HgSO 4
Ans. (b) : HC ≡ CH H2SO4
 → CH 2 CHO following reaction of butyne–1
CH 3 CH 2 −− C ≡≡ CH + HCl 
→ B 
HI
→C
H 2C OMgBr H 3C OH
CH3MgBr H3O+
C C
H CH3 H CH3
546. In the reaction sequence
HC ≡ CH →
NaNH3
ether
'A ' →
CH3CH 2CH 2Br
ether
'B'
the product 'B' is
(a) 1- butyne (b) 1-pentyne
(c) 2-butyne (d) 2-pentyne
AMU-2004
Ans. (b) : HC ≡ CH →
NaNH 2
ether
HC ≡ CNa
HC ≡ CNa + CH3CH2CH2Br→
HC ≡ C – CH2CH2CH3+NaBr
1–Pentyne
547. The correct description of bonds in acetylene
molecule is BCECE-2012
(a) 3σ, 1π NEET-2007
(b) 3σ, 2π Ans. (d) :
(c) 4σ, 2π I
|
CH3 − CH 2 − C ≡ CH + HCl → CH3CH 2 − C = CH 2 → CH3 − CH 2 − C− CH3
(d) 4σ, 1π | |
Cl Cl
Assam CEE-2020 (B) 2−chloro−2−iodobutane

Ans. (b) : Acetylene moleculas formula = C2H2

CH 2 Cl 2 1mol
551. 2HC ≡≡ CH A B
in 1 bond 1 only and in triple bond 1 and 2π bond so, + NH 4 Cl HCl
total bond = 3 , 2π Indentify the compounds A and B.
548. Which of the following will react with hex-2- A B
yne to produce trans-hex-2-ene?
(a) LiAlH4
(b) Pt/H2
(c) Li/NH3
(d) Pd/BaSO4
Assam CEE-2021
Objective Chemistry Volume-I 1145 YCT
 Ans. (a) : A palladium catalyst (Pd/BaSO4) is
deliberately poisoned with lead/sulphur compound. This
reagent is known as Lindlar’s catalyst. They give a cis
product. Reduction of 2–hexyne in Pd/BaSO4 to give a
ci & –2–hexane.
556. What will be the main product when acetylene
BCECE-2015
reacts with hypochlorous acid?
Ans. (a) :
(a) Trichloroacetaldehyde
2HC ≡ CH CH2 Cl2

+ NH 4Cl
→ CH 2 = CH − C ≡ CH 1mol
→
(A)
HCl (b) Acetaldehyde
(c) Dichloroacetaldehyde
(d) Chloro acetaldehyde
[BITSAT – 2013]
552. Consider the following reaction sequence of Ans. (c) :
alkene
CH 3CH = CHCH 3  O3
→ A 
H 2O
Zn
→B
The product B is–
(a) CH3CH2COCH3 (b) CH3COCH3
(c) CH3CHO (d) CH3CH2CHO
BCECE-2015 557. The degree of unsaturation of C6H5 and
Ans. (c) : butyne-2 respectively are
(a) 6 and 3
(b) 6 and 2
(c) 2 and 6
(d) 4 and 2
553. When propyne is treated with H2SO4 (aq) in CG PET- 2016
presence
(a) propanal Ans. (d) :
(b) n-propyl hydrogen sulphate Every ring or π–bond in a compound is said to represent
(c) acetone (d) propanol the degree of unsaturaltion.
BCECE-2017 2C + 2 + N − X − H
Degree of aunsaturation=
IIT JEE-1983 2
Ans. (c) : Where, C=Number of carbons
N=No. of nitrogen
When propyne is treated with H2SO4(aq) in presence to X=No. of halogen (F, Cl, Br, I)
give acetone. H=No, of hydrogen.
554. Which of the following product is obtained 2×6 + 2 − 5 9
when 1-butyne reacts with excess of HBr? For C6H5, DoU= = = 4.5
2 2
(a) 2, 2-dibromobutane (b) 2-bromobutane
2 × 4 + 2 − 6 4
(c) 1,1,2,2-tetra bromobutane For 2–butyne, DoU = = =2
(d) 1,2-dibromo butane 2 2
th
BCECE-2018 558. One of the isomer of the 5 member of alkyne
Ans. (a) : series is optically active, it is
(a) 4− methyl pent−2−yne
(b) 3− methyl pent−1−yne
(c) 4− methyl pent−1− yne
2,2–dibromobutane is obtained when 1-butyne reacts (d) 3,3−dimethyl but−1− yne
with excess of HBr. CG PET- 2013
555. The most suitable catalyst for the Ans. (b) :
hydrogenation of The 5th member of alkyne is C5H8.
2 – Hexyne  → 2 – cis-Hexene is
(a) Pd-BaSO4 (b) (Ph3P)3RhCl
(c) 10% Pd – C (d) Raney Ni
[BITSAT – 2007]
Objective Chemistry Volume-I 1146 YCT
 562. The treatment of CH3MgX with
CH3C≡C–H produces
(a) CH3–CH=CH2
(b) CH3C ≡ C – CH3
H H
(c) | |
559. Consider the following reaction CH 3 − C = C − CH 3
CH (d) CH4
SeO2 [AIEEE 2008]
+2[O] [A] Ans. (d) : Grignard reagent (RMgx) abstracts the acidic
proton as it acts as base when an acidic hydr
CH ogen is present. The terminal alkyne hydrogen is acidic.
The product [A] is
(a) HCOOH (formic acid)
(b) CH3COOH (acetic Acid)
CHO
(c) | (glyoxal) 563. The major organic compound formed by the
CHO reaction of 1,1,1-trichloroethane with silver
COOH powder is :
(d) | (oxalic acid) (a) Acetylene (b) Ethene
COOH (c) 2–butyne (d) 2–butene
CG PET -2017 [JEE Main 2014]
Ans. (c) : On treatment of acetylene with SeO2, we get Ans. (c) :
glyoxal (on oxidation) is obtained.
CH CHO
+2[O]
SeO2
Oxidation
CH CHO
(A)
Glyoxal
564. The major product obtained from the following
560. Consider the following chemical reaction. reaction is :
CH ≡ CH 
(1) Red hot Fe tube, 873K
(2) CO, HCl, AlCl 3
→
Product the number of sp2 hybridised carbon
atom(s) present in the product is .......... .
[JEE Main-2021, 25 Feb Shift-I]
Ans. ():
(a)

(b)

In benzaldehyde, total number of sp2 c–atom is 7.

561. The hydrocarbon which can react with sodium
in liquid ammonia is: (c)
(a) CH 3CH 2 CH 2C ≡ CCH 2 CH 2 CH 3
(b) CH 3CH 2 C ≡ CH
(c) CH 3CH = CHCH 3 (d)
(d) CH 3CH 2 C ≡ CCH 2 CH 3 [JEE Main-2020, 6 Sep Shift-I]
[AIEEE 2008] Ans. (a) :
Ans. (b) :
CH3 − CH 2 − C ≡ CH 
Na / Liq.NH3
→ CH3 − CH 2 − C ≡ CNa + H 2
Alkynes having terminal C ≡ C–H react with Na in liquid
NH3 to yield H2. Terminal alkynes hydrogen are acidic.

Objective Chemistry Volume-I 1147 YCT

565. The major product (Y) in the following Ans. (d) :
reaction is: I
|
CH3 − C ≡ CH  
DCl
→ CH3 − C = CHD 
DI
→ CH3 − C − CHD2
| |
Cl Cl

567. Consider the following reactions,


HgSO 4 , H 2 SO4
H 2O
→ X 
(i)C2 H 5 MgBr, H 2 O
(ii)Conc. H 2 SO 4 /∆
→Y

(a)
A is
(b) CH 3 (a) CH ≡ CH (b) CH 3C ≡ C CH 3
|
CH 3 − CH − C = CH − CH 3 (c) CH 3 − C ≡ CH (d) CH 2 = CH 2
|
CH 3 [JEE Main-2019, 12 April Shift-II]
Ans. (c) :

(c)

(d)

[JEE Main-2020, 9 Jan Shift-I]

Ans. (a) :

568. The correct order of heat of combustion for

following alkadienes is :

(A) (B)
(C)
(a) (B) < (C) < (A) (b) (A) < (B) < (C)
(c) (A) < (C) < (B) (d) (C) < (B) < (A)
[JEE Main-2020, 9 Jan Shift-I]
Ans. (b):

566. The major product of the following reaction is: 1

CH3C≡CH (i) DCl(1equiv.)
→ Heat of combustion ∝
(ii) Dl Stability
(a) CH3CD(Cl)CHD(l) (b) CH3CD2CH(Cl)(l) We know that, trans is more stable than cis form, so the
(c) CH3CD(I)CHD(Cl) (d) CH3C(I)(Cl)CHD2 order is A>B>C Hence, the order of heat of combustion
[JEE Main-2019, 9 April Shift-I] is C>B>A.

Objective Chemistry Volume-I 1148 YCT

569. Hydration of which one of the following yields
a ketone? (b)
(a) Propyne (b) Ethene
(c) Propene (d) Ethyne
J & K CET-2009, 2002
Ans. (a) :

(c)

Propyne on hydration give a ketones.

570. 1- Butyne on hydration gives:
(a) butane-1, 2-diol (b) butan-1-ol
(c) butan-2-ol (d) butan-2-one
J & K CET-(2008) (d)
Ans. (d) :
1–butybne on hydration give a butan–2–ane J & K CET-(2004)
Ans.(a):
CH3 − CH 2 − C ≡ CH + H 2O 
HgSO4
H 2SO4
→ CH3 − CH 2 − C = CH 2
|
OH
O
||
 CH3 − CH 2 − C− CH3
butan-2-one
571. The major product in the reaction of 2-butyne
with Li/Liq. NH3 is
573. The number of sigma and Pi-bonds in but-l-en-
3-yne are
(a)
(a) 5 sigma and 5 pi
(b) 7 sigma and 3 pi
(c) 8 sigma and 2 pi
(d) 7 sigma and 2 pi
(b) JEE Main -2014
(c) CH3CH2CH2CH3 Ans. (b) :
(d) H2C = CH – CH2 – CH3 The structure of but –1–en–3–yne
J & K CET-(2006)
Ans. (b) :

In but–1–en–3–yne, the number of sigma bond is 7 and

π–bonds is 3.
574. Products of the following reaction are :
(i) O
Reaction of 2–butyne of non–terminal alkyne with a CH 3 C ≡ CCH 2 CH 3  3
→
(ii) hydrolysis
solution of an alkali metal (Na/Li or K) in liquid
ammonia give a trans alkene. (a) CH3COOH + CO2
Hg / H 2+ + (b) CH3COOH + HOOC CH2CH3
572. Ph - C ≡ C - CH3  →A (c) CH3CHO+CH3CH2CHO
the product A is (d) CH3COOH + CH3COCH3
J & K CET-1999
NEET-2005
Ans. (b) :
CH 3 − C ≡ C − CH 2 − CH 3 
(i) O3
→
(a)

Objective Chemistry Volume-I 1149 YCT

575. Calcium carbide reacts with H2O to produce 579. Choose the correct alkyne which gives alkanal
(a) ethane (b) methane on hydroboration and hydrolysis.
(c) ethylene (d) acetylene (a) CH3 –– C ≡ C –– CH3
JCECE - 2007 (b) CH3 –– CH2 –– CH = CH –– C ≡ CH
JIPMER-2010 (c) CH3 –– C ≡ CH
Ans. (d) : (d) CH3 –– CH2 –– C ≡ CH –– CH3
Calcium carbide is a solid element and chemical
JCECE - 2016
formula CaC2. When calcium carbide react with water
to give a acetylene. Ans. (c) : 1-alkyne gives aldehyde on hydroboration
CaC 2 (S) + 2H 2 O(l) → C 2 H 2 (g) + Ca(OH) 2 (g) and hydrolysis.
Acetylene 580. The hydrocarbon which can react with sodium
This reaction is also termed as ethine formally known as in liquid ammonia is
acetylene. Acetylene is commonly used as welding or (a) styrene
cutting. Acetylene is basically a colorless gas. (b) acetylene
576. Alkynes occur in nature in (c) propylene
(a) free state (d) pentane
(b) partially free state JCECE - 2017
(c) not in free state Ans. (b) : Reaction of acetylene with sodium in liquid
(d) None of these ammonia proceeds as
JCECE - 2013 H C ≡ C H + 2Na  Liq.NH3
→ CH2 = CH2 + 2NaNH2
Ans. (c) : Alkynes are unsaturated compound, therefore,
not found in free state in nature. 581. When 2-butyne is treated with pd-BaSO4; the
product formed will be
577. CH3 C CH →40% H2SO4
1% HgSO4
A 
Isomerisation
→ (a) 1-butene
CH3COCH3 (b) trans-2-butene
Structure of A and the type of isomerism in the (c) cis-2-butene
above reaction are respectively. (d) 2-hydroxy butane
(a) prop-1-en-2-ol, metamerism JCECE - 2017
(b) prop-1-en-1-ol, tautomerism Ans. (c) : The reaction proceeds as
(c) prop-2-en-2-ol, c/s and trans isomerism CH 3
H2, Pd -BaSO 4 CH 3
(d) prop-2-en-1-ol, tautomerism HC C C CH 3 C C
Lindlar's reagent
JCECE - 2013 CH 3 H
NEET-2017 2-butyne Cis-2-butene
Ans. (b) : 582. On warming with silver powder, chloroform is
converted into
(a) acetylene
(b) hexachloroethane
(c) 1,1,2,2-tetrachlolroethane
(d) ethylene
Hence, the structure of A is prop–1–en–1ol and the
JIPMER-2012
type of isomerism is tautomerism.
578. What is the best way to carry out the following Ans. (a) : For making acetylene from chloroform
transformation? (CHCl3). We have to heat is with silver powder. We
1- pentyne → pentanal have to heat it with silver powder and the reaction is–
(a) HgSO4/H2SO4 2CHCl3+6Ag→C2H2+ 6AgCl
(b) H2/Lindlar's catalyst; O3; Zn-H2O Ag (Silver powder) behave as a reducing agent in this
(c) HIO4/H2O reaction. Ag itself oxidized from. O to +1 oxidation
(d) BH3;H2O2/NaOH state and reduce to carbon from +2 to –1 oxidation state.
JCECE - 2014 Hence, chloroform is heated with silver powder,
Ans. (d) : acetylene is produced.
_
OH 583. Propyne on passing through red hot copper
+BH 3 HO
H2O2 tube forms
Anti-Markownikoff
addition of water (a) benzene (b) toluene
H (c) mesitylene (d) None of these
JIPMER-2012
O Kerala CEE-2004
Objective Chemistry Volume-I 1150 YCT
Ans. (c) : Propyne on passing through red hot copper Ans. (a) : When 2–emthyl 3–bromo butane is treated
tube forms a mesitylene. with sodium ethoxide in ethanol, two alkene are
possible. The more substituted alkene are 2–methyl but–
2–ene is the major product.
3CH 3 − C ≡ CH 
Red hot copper
tube
→

CH
584. ||| reacts with acetic acid in presence of Hg2+ 587. 2-butyne is reduced to trans-but-2-ene using
CH
(a) H2|Ni (b) Na in liq.NH3
to give:
(c) H2|Pd-C (d) Zn in dil. HCl
CH 3 CH(CH 3COO)2
(a) | (b) | Karnataka-CET-2019
CH(CH 3COO)2 CH(CH 3COO)2 Kerala CEE-2014
CH 3 NEET-1993
(c) | (d) None of these Ans. (b) :
CH 2 (CH 3COO)
When 2–butyne is reduced to trans but–2ene this
JIPMER-2006
reaction is known as Birch reduction reaction.
Ans. (a) :
When acetylene react with acetic acid in presence of
Hg2+ to give a CH3–CH(CH3COO)2 CH 3 − C ≡ C − CH 3 →Na
liq.NH3
2 − butyne

585. In the reaction. 588. n-propyl chloride reacts with sodium metal in
dry ether to give
(a) CH3–CH2–CH2–CH2–CH2–CH3
(b) CH3–CH2–CH3
(c) CH3–CH2–CH2–CH3
How many electron donating groups are (d) CH3–CH2–CH2–CH2–CH2–CH2– CH3
attached with the carbon atom of unsaturated Karnataka-CET-2018
part of the product 'B'? Ans. (a) :
(a) Two (b) Three 2CH 3 − CH 2 − CH 2 − Cl+ 2Na 
dry
→ CH 3 − CH 2 − CH 2 − CH 2 − CH 2 − CH 3
ether
(c) Four (d) None of these n −propylchloride

JIPMER-2016
Ans. (a) : 589. Number of possible alkynes with formula C5H8
is
(a) 2 (b) 3
(c) 4 (d) 5
Karnataka-CET-2015
UPTU/UPSEE-2008, 2014
Ans. (b) :
The number of possible alkyne with formula C5H8 is
three. The structure of different isomer of C5H8 are–
(i) CH 3 − CH 2 − CH 2 − C ≡ CH
1−Pentyne

Two electron donating group are attached with the (ii) CH 3 − CH 2 − C ≡ C − CH 3

2−Pentyne
carbon atom of unsaturated part of the product ‘B’.
586. When 2-methyl 3-bromo butane is treated with
sodium ethoxide in ethanol, what will be the
major product?
(a) 2-methyl but-2-ene
(b) 3-methyl but-1-ene 590. In acetylene molecule, between the carbon
(c) 2-methyl but-1-ene atoms there are
(d) 2-methyl sodium-butoxide (a) three pi bonds
JIPMER-2016 (b) one sigma and two pi bonds
Objective Chemistry Volume-I 1151 YCT
 (c) two sigma and one pi bonds Ans. (a) :
(d) three sigma bonds In acetylene has two acidic hydrogen atom and triple
Karnataka-CET-2007 bond shared between two atoms of carbon which means
Ans. (b) : The structure of acetylene is there are three electron between the carbon atom. The
1s C–H bond in acetylene involves sp–hybridized carbon
H —C≡C—H atom. Since, s–electron are closer to the nucleus than p–
2p
electron sp hybrid orbital are more electronegative so,
Hence, in acetylene molecule, there are one σ and two π the hydrogen atom present or carbon atom can be easily
bonds are present between carbon atoms. removed.
591. Ethylidene dichloride is obtained by the 594. A compound is treated with NaNH2 to give
reaction of excess of HCl with sodium salt. Identify the compound.
(a) ethylene (a) C2H2 (b) C6H6
(b) acetylene (c) C2H6 (d) C2H4
(c) propene NEET-1993
(d) methane Ans. (a) : A compound is treated with NaNH2 to give a
MHT CET-2009 sodium salt, the compound is acetylene.
Ans. (b) : Ethylidiene dichloride is also called as gem CH ≡ CH  NaNH 2
→ HC ≡ C − Na +
dihalide. Gem halogen mean the halogen atom present 595. The cylindrical shape of an alkyne is due to
on the same carbon atom in the molecule. (a) two sigma C–C and one π C–C bonds
The structure of ethylidene dichloride is– (b) one sigma C – C and two π C–C bonds
(c) three sigma C – C bonds
(d) three π C–C bonds
NEET-1997
Acetylene reacts with on excess amount of HCl and Ans. (b) : In alkyne, two carbon atom constitutions the
form ethylidene dichloride as the product. triple bond are sp–hybridized carbon undergoes sp–
hybridization to form two sp–hybrid orbitals. The two
2p–orbital remain unhybridised. Hybrid orbitals form
one sigma bond while two–bond are formed by
unhybridised orbitals.
592. Which one of the following compounds will
react with methyl magnesium iodide? 596. In the following reaction,
(a) CH3CH2CH2CH2CH3 H 3C − C ≡ CH 
red hot iron tube
873 K
→ A,
(b) CH3CH = CH – CH = CH2 the number of sigms (σ) bonds present in the
(c) CH 3 − C ≡ C − CH 2 CH3 product A, is
(d) CH 3CH 2 CH 2 C ≡ CH (a) 21 (b) 9
(c) 24 (d) 18
MHT CET-2008 Odisha NEET 2019
Ans. (d) : Methyl magnexium iodide react with Ans. (a) :
terminal alkyne due to presence of acidic hydrogen.

H3C–C≡CH
593. Acetylenic hydrogen are acidic because
(a) sigma electron density of C–H bond in
acetylene is nearer to carbon, which has 50%
s-character
(b) acetylene has only open hydrogen in each The number of σ bond present in meistylene is 21.
carbon 597. Which one is the correct order of acidity?
(c) acetylene contains least number of hydrogens (a) CH ≡ CH > CH 3 −>CCH ≡ CH
among the possible hydrocarbons having two 2 = CH 2 > CH 3 − CH 3

carbons. (b) CH ≡ CH > CH>2 CH= CH 2

(d) acetylene belongs to the class of alkynes with 3 − C ≡ CH > CH 3 − CH 3

molecular formula, CnH2n–2. (c) CH 3 − CH 3 > CH 2 = CH 2

> CH 3 − C ≡ CH > CH − CH
NEET-1989

Objective Chemistry Volume-I 1152 YCT

 (d) CH 2 ≡ CH 2 > CH 3 − CH = CH 2
> CH 3 − C ≡ CH > CH ≡ CH
(i) CH 3 − CH 3 (ii) CH ≡ CH
sp3 sp3 sp sp
NEET-2017 Ethane Ethyne
Ans. (a) : (iii) CH 2 = CH 2 (iv) CH 3 − CH 2 − OH
The s–character of these compounds depends upon their sp 2 sp 2 sp3 sp3
Ethene Ethanol
saturation and hybridization and acidic character more
for more s–character increasing the s–character the Hence, Ethyne is same hybridization as the combustion
product of CO2.
acidic strength increases.
601. In the following reaction :
CH ≡ CH > CH 3 − C ≡ C > CH 2 = CH 2 > CH 3 − CH 3
HC ≡ CH 
H 2SO4
Hg 2+
→ 'p '
sp sp sp sp sp sp 2 sp 2 sp3 sp 3
50% 33.3% 25% product 'p' will not give
s − character s − character s − character
(a) Tollens' reagent test
(b) Brady's reagent test
598. The pair of electrons in the given carbanion, (c) Vichor Meyer test
CH 3C ≡ C − , is present in which of the following (d) Iodoform test
orbitals? Karnataka NEET 2013
(a) sp2 (b) sp Ans. (c) :
(c) 2p (d) sp3 HC ≡ CH H 2 SO4
Hg 2+
→ CH 2 = CH − OH
NEET-I 2016
Ans. (b) : In carbanion CH3– C ≡ C , the pair of –

electrons represent as the negative charge is present in CH3–CHO

sp-hybridised orbital CH3–C≡ C– Acetaldehyde
Acetaldehyde does not give victor Meyer test.
sp sp
Note- Victor Meyer tesst is a chemical test that is done
599. In the reaction to different between the alcohols as primary, secondary
( i ) NaNH 2 / liq.NH3
H − C ≡ CH  ( ii ) CH3CH 2 Br → X
and tertiary alcohols. The primary alcohol give red, the
secondary alcohol give blue and the tertiary alcohol
( i ) NaNH 2 / liq.NH3
( ii ) CH3CH 2 Br → Y. give colorless.
X and Y are 602. Considering the state of hybridization of
(a) X = 2-butyne, Y = 2-hexyne carbon atoms, find out the molecule among the
following which is linear?
(b) X = 1-butyne, Y = 2-hexyne
(a) CH 3 − CH = CH − CH 3
(c) X = 1-butyne, Y = 3-hexyne
(d) X = 2-butyne, Y = 3-hexyne (b) CH 3 − C ≡ C − CH 3
NEET-I 2016 (c) CH 2 = CH − CH 2 − C ≡ CH
Ans. (c) : (d) CH 3 − CH 2 – CH 2 − CH 3
H − C ≡ C − H 
(i) NaNH 2
liq. NH3
→ HC ≡ CNa NEET-2011
↓ Ans. (b) : In molecule CH 3 −sp
C ≡ C − CH 3 has a linear
(ii) CH 3 CH 2 Br
− NaBr
sp
CH3 − CH2 − C ≡ CNa ←
(i) NaNH 2
liq. NH3
 CH ≡ C − CH2 − CH3 due to sp hybridized carbon and bond angle is 180°.
(X) 603. The compound that will react more readily
↓
(ii) CH 3 CH 2 Br

CH3 − CH2 − C ≡ C − CH2 − CH3

with gaseous bromine has the formula
(a) C3H 6 (b) C 2 H 2
3 − hexyne (c) C 4 H10
(d) C 2 H 4
(Y)
NEET-II 2016
600. Which of the following organic compounds has Ans. (a) : Bromine gas reacts with alkene to give allylic
same hybridization as the combustion product substituted product by free radical mechanism. It mean
(CO2)? reaction take place higher temperature so mechanism
(a) Ethane (b) Ethyne with Br2 should be free radical substitution, which can
(c) Ethene (d) Ethanol take place in propene. Reaction of free radical depends
NEET-2014 upon stability of free radical, which will be stabilized by
Ans. (b) : The hybridization of combustion product the conjugation with π-bond.
CO2 is- CH 3 − CH = CH 2 
Br2 (gas)
→ CH 2 − CH = CH 2
O=C=O |
sp Br

Objective Chemistry Volume-I 1153 YCT

604. The most suitable reagent for the following Ans. (c) :
conversion is CH3 CH3
CH3 − C ≡ C − CH 3  (i)B2 H 6 /THF
o →
(ii)CH 3 − CH 2 − COOH/0 C
C = C
H H
(cis-2-butene)
608. What is the product formed when acetylene
(a) Hg2+/H+, H2O (b) Na/liquid NH3 reacts with hypochlorous acid?
(c) H2, Pd/C, quionline (d) Zn/HCl (a) CH3COCl (b) ClCH2CHO
NEET-2019 (c) Cl2CH CHO (d) ClCH2COOH
Ans. (c) : UP CPMT-2012
Ans. (c) :

605. The bond length between hybridised carbon 609. C2H2 molecule is
atom and other carbon atom is minimum in (a) linear (b) angular
(a) propene (b) propyne (c) trigonal planar (d) pyramidal
(c) propane (d) butane UP CPMT-2012
NEET-1996 Ans. (a) : C2H2(H–C=C–H) is linear in shape.
Ans. (b) : 610. In the following reaction
º
In C – C bond length is 1.54 A C2 H 2  H 2O
→X CH3CHO, What is
HgSO 4 /H 2SO4
º and C ≡ C bond length is
In C = C bond length is 1.34 A X?
º .
1.20 A (a) CH3CH2OH (b) CH3 – O – CH3
Hence, propyne has a triple bond, therefore it has a (c) CH3CH2CHO (d) CH2 = CHOH
minimum bond length. UP CPMT-2006
606. Identify the products (I) and (III) observing the Ans. (d) :
following sequence of reactions:
CH3 − C ≡ C − H →
20%H2SO4
1%HgSO4 ,60°C
(I) 
NaOH/I2 (excess)
(Colored Solid)

→(II)

Ag particle
∆
→(III)
(a) CH3CH2CHO, CH ≡ CH

(b) 611. Acetylene reacts with HCN in the presence of

Ba (CN)2 to yield:
(c) CH3CH2CHO, CH3 – C ≡ CH (a) 1, 1-dicyanoethane (b) 1, 2-dicyanoethane
O (c) Vinyl cyanide (d) None of the above
||
(d) CH 3 − C − CH 3 ,CH ≡ CH UPTU/UPSEE-2004
Tripura JEE-2022 Ans. (c) :
Ans. (d):
OH
|
20%H 2SO4
CH 3 − C ≡ C − H 
1%HgSO2 ,60ºC→ CH 3 − CH = CH 2 →
O
|| Acetylene react with HCN in the presence of Ba(CN)2
NaOH / I2 (excess)
CH 3 − C − CH 3 
(Colored solid) → CH 3 COONa + CHI3 + 3H 2 O
to yield a vinyl cyanide.
Acetone Iodoform
(I) II 612. Which one of the following represents the
Ag particle major product of the reaction of benzene with
→∆ CH ≡ CH
Acetylene 2, 2-dimethylpropyl chloride in presence of
anhydrous aluminium chloride?
607. CH 3 − C ≡ C − CH 3 (i)B 2 H 6 /THF
→Y
(ii)CH 3CH 2COOH,0 oC (a) 2, 2-dimethylpropylbenzene
Compound Y will be (b) 1, 1-dimethylpropylbenzene
(a) 1-butyne (b) 2-butanol (c) 1, 2- dimethylpropylbenzene
(c) cis-2-butene (d) trans-2-butene (d) 1, 2-dimethyl-1-propenylbenzene
Tripura JEE-2019 UPTU/UPSEE-2011
Objective Chemistry Volume-I 1154 YCT
Ans. (b) : (a) HgSO4/dil.H2SO4
(b) BH3;H2O2/NaOH
(c) OsO4;HIO4
(d) NaNH2/CH3I;HgSO4/dil.H2SO4
WB-JEE-2014
Ans. (d) :

613. Lewisite, a chemical used in chemical warfare,

is obtained from
(a) phosphene (b) acetylene
(c) ethylene (d) zinc phosphate
617. CH3–C≡C MgBr can be prepared by the
UPTU/UPSEE-2010
reaction of
Ans. (b) :
(a) CH3 – C ≡ C –Br with MgBr2
Lewisite is a dichloro (2-chlorovinyle) arsine, a liquid
(b) CH3 – C ≡ CH with MgBr2
whose vapour is highly toxic when inhaled or when in
direct contact with the skin. Lewisite has been used only (c) CH3 – C ≡ CH with KBr and Mg metal
as a chemical warfare agent. (d) CH3 – C ≡ CH with CH3MgBr
WB-JEE-2018
CH ≡ CH + ASCl3  Anh.AlCl3
→ ClCH = CH.ASCl 2
Lewisite Ans. (d) :
614. When acetylene is passed through dil H2SO4 in CH 3 − C ≡ C MgBr can be prepared by the reaction of
presence of HgSO4, the compound formed is CH 3 − C ≡ CH with CH3MgBr.
(a) ether (b) acetaldehyde
CH 3 − C ≡ CH + CH 3 MgBr → CH 3 − C ≡ CMgBr + CH 4
(c) acetic acid (d) ketone
UPTU/UPSEE-2009
Ans.(b): 4. Hybridisation
CH ≡ CH dil H2SO4
HgSO4
→CH = CH 
TautoMerisation
→CH3− CHO
|
OH
Acetaldehyde 618. Allyl cyanide molecule contains
(a) 9 sigma bonds, 4 pi bonds and no lone pair
When acetylene is passed through dil.H2SO4 in presence
(b) 9 sigma bonds, 3 pi bonds and one lone pair
of HgSO4, the compound formed is acetaldehyde (CH3–
(c) 8 sigma bonds, 5 pi bonds and one lone pair
CHO).
(d) 8 sigma bonds, 3 pi bonds and two lone pairs
615. Ammoniacal silver nitrate form a white
(e) 6 sigma bonds, 2 pi bonds and four lone pairs
precipitate easily with
Kerala-CEE-2013
(a) CH3C≡CH
Ans. (b) : The structure of allyl cyanide is –
(b) CH3C≡C-CH3
(c) CH3CH=CH2
(d) CH2=CH2
UPTU/UPSEE-2008
Ans. (a) : Ammonical silver nitrate is also known as In allyl cyanide molecule contain 9 sigma bonds, 3-
Tollen reagent. In terminal alkyne has acidic hydrogen bond and one lone pair respectively.
to replace by ammonical silver nitrate form a white
precipitate easily. 619. In dehydrolysing reaction,
CH 3 − C ≡ C − H 
[Ag ( NH 4)2 ]NO3
→ CH 3 − C ≡ CAg CH 3CONH 2 
P2 O5
→ CH 3CN + H 2O
White ppt
the hybridisation state of carbon is changed
616. The reagents to carry out the following
conversion are from
(a) sp3 to sp2 (b) sp to sp2
2
(c) sp to sp (d) sp to sp3
CG PET -2008
Objective Chemistry Volume-I 1155 YCT
Ans. (c) : The given dehydrolysing reaction – 624. Which one of the following does not have sp2
hybridised carbon?
(a) Acetone (b) Acetic acid
(c) Acetonitrile (d) Acetamide
AIEEE-2004
The hybridisation state of carbon is changed from sp2 to
JCECE-2008
sp.
UPTU/UPSEE-2007
1
620. Hybridization of 1 and 2 carbon atom in C H 2 = Ans. (c) : The hybridisation of carbon of the following
2
are –
C =CH2 are
(a) sp, sp (b) sp2, sp2
(c) sp2, sp (d) sp3, sp2
(i) (ii)
JIPMER-2005
1 2
Ans. (c) : CH 2 = C = CH 2
sp
sp 2 sp 2
(iii) CH 3 − C ≡ N (iv)
The hybridisation of 1 and 2 carbon atom are sp2 and sp sp

respectively. Hence, the acetonitrile does not have sp2 hybridised

621. Hybridization of C2 and C3 of carbon.
H3C-CH =C=CH-CH3 are 625. The hybridization state of carbon atoms in the
(a) sp, sp 3 2
(b) sp , sp product formed by the reaction of ethyl
2
(c) sp , sp 2
(d) sp, sp chloride with aqueous KOH, is
WB-JEE-2011 (a) sp (b) sp2
3
(c) sp (d) sp3d
Ans. (b) : The hybridissation of C2 and C3 of
A.P. EAMCET-1997
H 3C − CH = C = CH − CH 3
1 2 3 4 5 3
Ans. (c) :
sp3 sp2 sp sp 2 sp
CH 3CH 2 Cl+ KOH  → KCl + CH 3 − CH 2 − OH
2 aq.
So C2 and C3 hybridization is sp and sp. Ethylchloride sp3 hybridisation

622. The hybridization of carbon atoms in C – C 626. Hybridisation of oxygen in diethyl ether is
single bond of HC ≡ C – CH = CH2 is (a) sp (b) sp2
3
(a) sp3-sp3 (b) sp2-sp2 (c) sp (d) sp3d
(c) sp-sp2 (d) sp3-sp
J & K CET-(2003) A.P.EAMCET/2007
Ans. (c) :
Ans. (c) : CH ≡ C− CH
2
= CH 2
sp sp sp sp2

In the hybridization of carbon atom in C–C single bond

of HC ≡ C − CH = CH 2 is sp – sp2. The hybridisation of diethyl ether in oxygen is sp3
hybridisation.
627. Which one of the following molecules is non-
623. The compound in which carbon atom uses sp3 planar?
hybrid orbitals for bond formation?
(a) HCOOH (b) NH2CONH2 (a)
(c) (CH3)3COH (d) CH3CHO
(b) CH2 = C = CH2
J & K CET-(2003)
(c) CH2 = CH – CH = CH2
Ans. (c) : The hybridisation of the following compound (d) CH2 = CH – CH2 – C ≡ CH
are – SCRA-2010

Ans. (d) : (a)

(i) (ii) (b) CH2 = C = CH2
sp2 sp sp2
(c) H2C = CH – CH = CH2
(d) CH2 = CH – CH2 – C ≡ CH
(iii) (iv) In the option (d) is not planar because one C has sp3
In (CH3)3COH has sp3 hybrid orbitals. hybridised.
Objective Chemistry Volume-I 1156 YCT
628. The hybridisation of each carbon in the 631. Which of the following groups does not have
following compound respectively is sp3d hybridization
O (a) ClF3, IF3, XeF3+
||
CH 3 − C − CH 2 − CN (b) ICl 2– ,ClF2– , I3–
3 2 3 3 3 2
(a) sp , sp , sp , sp (b) sp , sp , sp , sp (c) ClF, BrF, IF
(c) sp3, sp, sp3, sp2 (d) sp3, sp2, sp, sp3 (d) PCl3, AsCl3, PF5
TS-EAMCET-2016 MPPET-2008
3
Ans. (a) : Ans. (c,d) : ClF 3 – sp d
O IF3 – sp3d
|| XeF3+ – sp3d
CH 3 − C2 − CH 2 − CN
sp
sp3 sp sp3 ICl2– – sp3d
Hence, the option (a) is correct.
ClF2– – sp3d
629. The hybridization involved in the six carbon
atoms of benzene is: I3– – sp3d
(a) three sp3 and three sp2 ClF – sp3
(b) three sp3 and three sp BrF – sp3
(c) all six sp IF – sp3
(d) all six sp2 PCl3 – sp3
AP EAMCET (Medical) -1998 AsCl3 – sp3
PF5 – sp3d
Ans. (d): The molecular formula of benzene is C6H6.
632. The correct order of electronegativity of
carbon in various hybridization states:
(a) sp < sp2 < sp3 (b) sp > sp2 > sp3
2 3
(c) sp > sp < sp (d) sp = sp2 < sp3
AP EAPCET 20.08.2021 Shift-I
Ans. (b) : Electronegativity of hybridisation depend on
the % s character. As % s character
Increase electronegativity increase.
All six carbon has sp2 hybridization and the usual In sp, % s character is 50%
valency angle among the sp2 hybrid orbitals is 120º. In sp2, % s character is 33.3 %
630. Match List-I with List-II. Select the correct In sp3, % s character is 25%
answer using the codes given below the list: 633. Hybridisation of oxygen in diethyl ether is
List-I List-II (a) sp (b) sp2
3
(Molecule/ion) (Type of hybridization) (c) sp (d) sp3d
(a) NH +4 1. sp3d3 AP EAMCET (Engg.) -2007
Ans. (c) :
(b) PCl5 2. sp3d
The Hybridisation of oxygen in diethyl ether is sp3.
(c) CF6 3. sp3
(d) IF7 4. sp3d2
634. The carbon atoms in ethane are
Answer code:
(a) sp2 hybridised
A B C D
(b) sp3 hybridised
(a) 3 2 4 1 (c) sp hybridised
(b) 1 2 3 4 (d) dsp2 hybridised.
(c) 2 3 1 4 COMEDK 2011
(d) 4 1 2 3
Ans. (b) :The structure of ethane is CH 3 – CH 3 and the
MPPET-2008
carbon atoms in ethane is sp3 hybridised.
Ans. (a) : Molecule Hybridisation
635. What is the hybridization state of benzyl
NH +4 sp3 carbonium ion
PCl5 sp3d
CF6 sp3d2
IF7 sp3d3

Objective Chemistry Volume-I 1157 YCT

 (a) sp2 (b) spd2 639. The number of sp and sp2 carbon in Hepta-1, 3-
(c) sp2d (d) sp 3
dien-5-yne, respectively, are
KARNATAKA NEET 2013 (a) 2, 4 (b) 4, 3
Ans. (a) : (c) 2, 2 (d) 2, 5
TS EAMCET 04.08.2021, Shift-I
1 2 3 4 5 6 7
Ans. (a) : H 2 C = C H
2
− CH
2
= CH
2
− C ≡ C− C H 3
sp sp sp sp sp
sp 2 sp3
2
Hence, the number of 2sp and 4sp carbon in Hepta-1,
Benzyl carbonium ion 3-dien-5-yne, respectively, are 2, 4.
636. Hybridization shown by Carbon and Oxygen of 640. Assertion : Energy of resonance hybrid is equal
–OH group in Phenol are respectively ........ to the average of energies of all canonical
(a) sp2, sp2 (b) sp3, sp2 forms.
(c) sp, sp2 (d) sp2, sp3 Reason: Resonance hybrid cannot be presented
GUJCET-2011 by a single structure.
Ans. (d) : (a) If both Assertion and Reason are correct and
the reason is the correct explanation of
Assertion.
(b) If both Assertion and Reason are correct, but
Reason is not the correct explanation of
Assertion.
(c) If Assertion is correct but Reason is incorrect.
In phenol, carbon show hybridization is sp2 (d) If both the Assertion and Reason are
and oxygen show hybridization is sp3. incorrect.
637. What is the hybridisation of Carbon and [AIIMS-2016]
Oxygen in electronic structure of Ether? Ans. (d): The energy of the resonance hybrid is equal to
(a) sp 2 and sp 2 (b) sp and sp the sum of the energies of the various canonical
3 3 3 2 structures in proportion of their contribution towards the
(c) sp and sp (d) sp and sp resonance hybrid. Resonance hybrid can be represented
GUJCET-2008 by the single structure.
Ans. (c) : The functional group of an ether is an 641. Assertion: Acetylene on reacting with sodamide
oxygen atom bonded to two carbon atoms i.e. gives sodium acetylide and ammonia.
dimethylether. Reason: sp hybridized carbon atoms of
acetylene are considerably electronegative.
(a) If both Assertion and Reason are correct and
the Reason is a correct explanation of the
Assertion.
The hybridisation of carbon and oxygen in electronic (b) If both Assertion and Reason are correct but
structure of dimethylether is sp3. Reason is not a correct explanation of the
1 2 3 4
Assertion.
638. In C H 2 = C = C H – C H 3 molecule, the
(c) If the Assertion is correct but Reason is
hybridization of carbon 1, 2, 3 and 4 incorrect.
respectively, (d) If both the Assertion and Reason are
2 2 2 3 3 3 3
(a) sp , sp , sp , sp (b) sp , sp, sp , sp incorrect.
2 2 3
(c) sp , sp, sp , sp (d) sp2, sp3, sp2, sp3 (e) If the Assertion is incorrect but the Reason is
JEE Main 26.02.2021,Shift-II correct.
[AIIMS-2007]
Ans. (c) : Ans. (a): Acetylene on reacting with sodamide gives
sodium acetylide and ammonia.
≡

CH CH+ NaNH 2  ether

→ HC C- Na + + NH 3
Acetylene Sodium
Carbon Hybridization Bonds acetylide
2
C1 sp 3σ, 1π The C – H bond is strongly polar due to the high electro
C2 sp 2σ, 2π negativity of carbon atom.
C3 sp2 3σ, 1π Hence, it gives H+ ion on reacting with a base or
3
C4 sp 4σ, 0π acetylene behaves as acid,

Objective Chemistry Volume-I 1158 YCT

642. The number of σ and π bonds present in ethene Ans. (b) :
is: CH 3 – C ≡ C– CH 3
sp sp
(a) 6σ (b) 3σ sp3 sp3

(c) 4σ, 2π (d) 5σ, 1π Hence, hybridisation is sp3, sp, sp, sp3.
[AIIMS-1997] 646. What is the hybridisation state(s) of the atoms
Ans. (d): in X formed in the following reaction?
The structure of ethene is – C2 H 5OH Al 2O 3
260 C
→X °
( vapour )
3
(a) sp only (b) sp2 and sp3
(c) sp2 only (d) sp only
In ethene, number of σ bond is 5 and π-bond is 1. AP - EAMCET(MEDICAL) - 2009
Hence, ethane has 5σ and 1π bond. Ans. (a) : The vapour form of ethyl alcohol react with
643. Hybridisation states of C in CH 3+ and CH4 are Al2O3 at 260°C then ether will be formed if temperature
(a) sp2 and sp3 (b) sp3 and sp2 is increased by 360°C then ethene is formed.
2 2
(c) sp and sp (d) sp3 and sp3 C2 H 5OH  Al2 O3
260° C
→ C2 H5 − O − C2 H5
(AIIMS-2017) (vapour ) 'X '
(ether)
Ans. (a): The structure of X is shown below–
H H H H
| | | |
&&
H − 3C − 3C − O − C −3 C −3 H
sp | sp | &&3 |sp |sp
sp
H H H H
So, hydridizaiton is sp3 only.
C
H4

The hybridisation state of C in CH3+ and are sp2 647. The hydridization state of carbon atoms in the
and sp3 respectively. product formed by the reaction of ethyl
chloride with aqueous KOH is:
644. Which of the following represents the given (a) sp (b) sp2
2 2
mode of hybridization sp –sp –sp from left to 3
(c) sp (d) sp3d
right?
AP – EAMCET - (Medical)-1997
(a) H2C = CH–C ≡ N (b) CH ≡ C–C ≡ CH
Ans. (c) : When ethyl chloride react with aqueous
(c) H2C = C = CH2 (d) KOH then alcohol is formed.
aqueous − KOH
(AIIMS-2015) CH 3 − CH 2 − Cl  → CH 3 − CH 2 − OH + KCl
Ethyl chloride Ethylalcohol
Ans. (a): In ethyl alcohol all the four valencies of carbon are
The given compound are – single bonded. So, the hybridization of carbon atom in
(i) CH 2 = CH
2
−C ≡ N C 2 H 5 − OH is sp3.
sp sp
sp2

≡ CH, 648. 1, 2-dibromoethane reacts with alcoholic KOH

(ii) HCsp sp to yield a product X. The hybridisation state of
(iii) CH 2 = C = CH 2 the carbons present in X-respectively are:
sp2
sp
sp2 (a) sp, sp (b) sp3, sp3
2 2
(c) sp , sp (d) sp3, sp2
(iv) AP-EAMCET (Engg.)-2005
Ans. (a) : 1, 2- dibromoethane reacts with alcoholic
KOH to yield a product acetylene.
Hence, the given mode of hybridisation
s
p
2

− sp 2 − sp form left to right is

CH 2 = CH − C ≡ N
Hence, both carbon has sp hybridization.
645. In the hydrocarbon CH 3 ≡ C – CH 3 , 649. One mole of alkene X on ozonolysis gave one
hybridisation of carbon atoms in the molecule mole of acetaldehyde and one mole of acetone.
from left to right are respectively The IUPAC name of X is
(a) sp3, sp2, sp2 and sp3 (a) 2-methyl-2-butene
(b) sp3, sp, sp and sp3 (b) 2-methyl-1-butene
(c) sp2, sp2, sp2 and sp3 (c) 2-butene
(d) sp, sp2, sp and sp2 (d) 1-butene
SRMJEEE – 2013 VITEEE- 2009
Objective Chemistry Volume-I 1159 YCT
 3
Ans. (a) : To determine the structure of alkene that 652. Which of the d-orbital is used in sp d
undergoes ozonolysis, add the products and replace O hybridization?
by double (=) bond. Thus, (a) dxy (b) d x 2 − y2
(c) d z 2 (d) dyz
AMU-2011
Ans. (c) : Hybridisation is defined as concept of mixing
two atomic orbital’s having the same energy levels to
give a new degenerate orbital’s. In sp3d hybridisation
five orbitals are degenerate that is their energies are the
same but configurations are different. In this sp3d
650. What is the hybridization of oxygen atom in an
hybridisation there are a total 5 orbital’s which are s, px,
alcohol molecule?
py, pz and dz2 orbital take part in hybridisation.
(a) sp3
(b) sp 653. In the compound
(c) sp2 CH 2 = CH – CH 2 – CH 2 – C ≡ CH, the pair of
(d) sp2d hybridized which involved in the formation of
VITEEE- 2006 C2 − C3 bond is
Ans. (a) : Oxygen atom in alcohol molecule is sp3 (a) sp − sp2 (b) sp – sp3
hybridised. 2
(c) sp – sp 3
(d) sp3−sp3
651. Which of the following structure contains sp- Assam CEE-2020
hydridized carbon atom/s? Ans. (c) : CH3 = CH − CH2 − CH2 −C ≡ CH
Hybridisation at C2 = sp2 and C3 = sp3
654. During polymerization of acetylene to benzene,
the state of hybridization of carbon changes
from
(a) sp2 to sp (b) sp3 to sp
3
(c) sp to sp (d) sp to sp2
BCECE-2011
Ans. (d) : In acetylene is C2H2 has triple bond between
(a) I, II and III (b) I, III and IV the two carbon atoms and one hydrogen atom attached
(c) II, III and IV (d) I, II and IV to each of the carbon,
AMU-2018 When acetylene is passed through a red not iron tube to
Ans. (d) : From I:- HC ≡ CH, Carbons are sp give a benzene.
sp sp
hybridised
From II:- H 2 C = C = CH 2 middle carbon is sp
sp
In acetylene hybridisation of carbon is sp and
hybridised.
hybridisation of benzene is sp2.
Therefore, the polymerisation of acetylene to benzene
changes hybridisation form sp to sp2.
655. The number of sp3- hybridised carbon atoms in
cyclohexene are
(a) 2 (b) 3
(c) 4 (d) 6
CG PET -2004
From III :- All carbon sp2 hybridised.
Ans. (c) : The structure of cyclohexene is –

From IV :- Carbon 5, 6 are sp

hybridised.
Hence by above explanation I, II and IV are sp- In cyclohexene, the number of sp3- hybridized carbon
hybridised. atom is 4 and sp2-hybridised carbon atom is 2.
Objective Chemistry Volume-I 1160 YCT
656. The number of sp2-hybrid orbitals in a Ans. (5) : The structure of mesityl oxide (C6H10O) is –
molecule of benzene is:
(a) 24 (b) 12
(c) 18 (d) 6
[JEE Main-2020, 9 Jan Shift-II]
Ans. (c) : Benzene (C6H6) has a 6sp2 hybridised Hence, the total number of C – C sigma bonds in
carbons. Each carbon has 3 σ bond and 1 π bond. 3 mesityl oxide (C6H10O) is 5.
bond means for each carbon. 661. The number of sp2 – hybridised carbons
Hence, the total number of sp2 hybrid orbital’s is 18. present in "aspartame" is ………
657. The number and type of bonds between two
JEE Main 2020, 7 Jan Shift-II
carbon atoms in calcium carbide are
(a) two sigma, two pi (b) two sigma, one pi Ans. (9) : The structure of aspartame is –
(c) one sigma, two pi (d) one sigma, one pi
AIEEE 2005
Ans. (c) : The structure of calcium carbide is –

In calcium carbide, type of bonds between two carbon

atom in calcium carbide are one sigma and two π –
bond.
658. The number of sigma bonds in
H 3 C − C = CH − C ≡ C − His..........
| In aspartame, the sp2-hybridised carbon is 9.
H
662. Underlined carbon is sp3 hybridised in
[JEE Main 2021, 25 July Shift-I]
(a) CH 3 CH = CH 2 (b) CH 3 C H 2 NH 2
Ans. (10) : The number of sigma bonds in given
structure (c) CH 3 CONH 2 (d) CH 3CH 2 C N
(AIEEE-2002)
Ans. (b) :

No. of σ bond is 10 and 3π bonds.

659. In the following molecules,

1 2 3 4

hybridization of carbon a, b and c respectively 663. In C H 2 = C = C H — C H 3 molecule, the

are hybridisation of carbon 1, 2, 3 and 4
3
(a) sp , sp, sp 3 2
(b) sp , sp , sp respectively are
(c) sp3, sp2, sp2 (d) sp3, sp, sp2 (a) sp3, sp, sp3, sp3 (b) sp2, sp2, sp2, sp3
2 2 3
[JEE Main 2021, 18 March Shift-II] (c) sp , sp, sp , sp (d) sp2, sp3, sp2, sp3
(JEE Main 2021, 26 Feb Shift-II)
Ans. (c) : Given the molecules
Ans. (c) : The given molecule are –
1 2 3 4
C H2 = C = C H
2
− C H3
sp sp
sp2 sp3

The hybridisation of carbon 1, 2, 3 and 4 are sp2, sp, sp

The hybridisation of carbon in a, b and c are sp3, sp2 and and sp3 respectively.
sp2 respectively. 664. What is the type of hybridisation found in
660. The total number of C–C sigma bond/s in methane?
mesityl oxide (C6H10O) is ....... (Round off to the (a) sp3 (b) sp2
1
nearest integer). (c) sp (d) None of these.
[JEE Main 2021, 17 March Shift-II] J & K CET-(2014)
Objective Chemistry Volume-I 1161 YCT
Ans. (a) : The structure of methane is – Ans. (a): The bond formed by overlap of sp – sp3
hybrid orbital is –
CH 3 − C ≡ C − H
sp
sp3

669. Which of the following pair of compounds will

have three sp2 -hybrid orbitals?
(a) SO2, CH4
In methane hybridisation found is sp3. (b) SO3, C2H4
665. The hybridization of carbon atoms in C–C (c) BF3, SF4
single bond of HC≡C–CH=CH2 is (d) I3− , SF4
(a) sp3 – sp2 (b) sp2 – sp3 JIPMER-2016
2
(c) sp – sp (d) sp3 – sp3 Ans. (b) :
J & K CET-(2013) Molecule Hybrid orbital
Ans. (c): The given molecule are – SO2 sp2
CH4 sp3
SO3 sp2
The hybridisation of carbon atom in C – C bond is sp – C2H4 sp2
sp2. BF3 sp2
666. The hybridization of the ipso carbon in SF4 sp3d
chlorobenzene is I3 sp3d
(a) sp hybridisation (b) sp2 hybridisation 670. All carbon atoms are sp2-hybridised in
2
(c) sp d hybridisation (d) sp3 hybridisation (a) 1, 3-butadiene
J & K CET-(2007) (b)
Ans. (b) : The structure of chloro benzene is – (c) cyclohexane
(d) 2-butene
(e)
Kerala-CEE-2010
Ans. (a) : The hybridisation of given compound

The hybridisation of ipso carbon in chlorobenzene is sp2 (iii)

hybridisation. (iv)
667. Which hybridization has sulphur is SO2?
(a) sp2 (b) sp3d2
(c) sp3 (d) sp (v)
JCECE - 2004
Ans. (a) : The structure of SO2 is – 671. In which of the following species, all the three
types of hybrid carbons are present?
(a)
(b)
(c)
(d)
(e)
The hybridisation of sulphur in SO2 is SO2. Kerala-CEE-2009
668. Which of the following has a bond formed by Ans. (c) :
overlap of sp-sp3 hybrid orbitals?
(a) CH3 – C≡ C – H
(b) CH3 – CH = CH – CH3
(c) CH2 = CH– CH = CH2
(d) HC ≡ CH
JIPMER-2010
Objective Chemistry Volume-I 1162 YCT
672. Consider the following compounds: Ans. (b) :
(i) chloroethene (ii) benzene
(iii) 1, 3-butadiene (iv) 1, 3, 5 -hexatriene
All the carbon atoms are sp2 hybridised in:
(a) (i), (iii), (iv) only
(b) (i), (ii) only Hence, option (b) is sp2, sp2, sp, sp hybridised from left
(c) (ii), (iii), (iv) only to right.
(d) (iii), (iv) only 676. The total number of π-bond electrons in the
(e) (i), (ii), (iii) and (iv) following structure is
Kerala-CEE-2006
Ans. (e) :

(a) 12 (b) 16
(c) 4 (d) 8
NEET-2015, cancelled
Ans. (d) : In the given structure –

673. The molecule that contains only sp2 hybrid

carbon atoms is
(a) isoprene (b) acrylonitrile
(c) but-1-ene (d) 1, 3-butadiene The total number of π – bond is 4 and π-bond electron
is 8.
(e) isobutene
Kerala-CEE-2012 677. The state of hybridization of C2, C3, C5 and C6
of the hydrocarbon,
Ans. (d) : In structure of 1, 3 –butadiene
CH 2 = CH − CH = CH 2
sp 2 sp 2 sp2 sp2

In 1, 3 -butadiene has all carbon atom is sp2 hybridised.

674. The hybridization state of C atom in butendioic
acid is is in the following sequence
(a) sp2 (a) sp3, sp2, sp2 and sp
(b) sp 3
(b) sp, sp2, sp2 and sp3
(c) Both (a) and (b) (c) sp, sp2, sp3 and sp2
(d) sp (d) sp, sp3, sp2 and sp3
MHT CET-2012 NEET-2009
Ans. (a) : The structure of butendioic acid is – Ans. (d) : The given hydrocarbon is –

The hybridisation of C2, C3, C5 and C6 are sp, sp3, sp2

2
In butendioic acid all the carbon is sp hybridised. and sp3.
675. Which of the following molecules represents 678. In the hydrocarbon,
the order of hybridisation sp2, sp2, sp, sp from C H3 − C H = C H − C H 2 − C ≡ C H
6 5 4 3 2 1
left to right atoms? The state of hybridization of carbons 1, 3 and 5
(a) HC ≡ C − C ≡ CH are in the following sequence
(b) CH 2 = CH − C ≡ CH (a) sp, sp2, sp3
(c) CH 2 = CH − CH = CH 2 (b) sp3, sp2, sp
(c) sp2, sp, sp3
(d) CH 3 − CH = CH − CH 3
(d) sp, sp3, sp2
NEET-2018 NEET-2008
Objective Chemistry Volume-I 1163 YCT
Ans. (d) : The given hydrocarbon is – Ans. (c) :
CH 3 − CH = CH − CH 2 − C ≡ CH
6 5 4 3 2 1

The hybridisation state of carbon 1, 3 and 5 are sp, sp3

and sp2.
679. In which of the following compounds there is
more than one kind of hybridization (sp, sp2,
sp3) for carbon?
(a) CH 2 = CH − CH = CH 2
(b) H − C ≡ C − H
(c) CH 3CH 2 CH 2 CH 3 683. The correct sequence of hybridization of
methane, ethene and acetylene is
(d) CH 3 − CH = CH − CH 3
(a) sp, sp2, sp3
NEET-1995 (b) sp2,sp3, sp
Ans. (d) : (c) sp3,sp2,sp
(i) CH 2 = CH − CH = CH 2 (ii) H − C ≡ C − H (d) sp3,sp, sp2
sp2 sp2 sp sp
sp2 sp2
UP CPMT-2003
(iii) CH 3 − CH 2 − CH 2 − CH 3 Ans. (c) : The first bond between any two atoms is
sp3 sp3 sp3 sp3
sigma and rest are pi bonds.
(iv) CH 3 − CH = CH − CH 3 Pi bond is formed by sideways overlapping of
sp3 sp 2 sp 2 sp3
unhybridised p-orbital.
680. A straight chain hydrocarbon has the
molecular formula C8H10. The hybridization of
the carbon atoms from one end of the chain to
the other are respectively sp3, sp2, sp2, sp3, sp
and sp. The structural formula of the
hydrocarbon would be
(a) CH 3C ≡ CCH 2 − CH = CHCH = CH 2
(b) CH 3CH 2 − CH = CHCH = CHC ≡ CH
(c) CH 3CH ≡ CHCH 2 − C ≡ CCH = CH 2
(d) CH 3CH ≡ CHCH 2 − CH = CHC ≡ CH
NEET-1991
Ans. (d) : The given structural formula of the
hydrocarbon is –
CH 3 − CH = CH − CH 2 − CH = CH − C ≡ CH 684.
3
sp sp 2 sp2 3 sp2 sp 2 sp
sp
sp
(I) (II)
681. Which of the following possesses a sp-carbon in
its structure? Hybridisation of the negative carbons in (I) and
(a) CH 2 = CCl − CH = CH 2 (II) are
(b) CCl 2 = CCl2 (a) sp2 and sp3 (b) sp3 and sp2
2
(c) CH2 = C = CH2 (c) both sp (d) both sp3
(d) CH2 = CH – CH = CH2 WB-JEE-30.04.2022
NEET-1989 Ans. (d) :
Ans. (c) : The given species are –
(i) CH 2 = CCl− CH = CH 2 (ii) CCl 2 = CCl2
sp2 sp2 sp 2 sp 2 sp 2 sp2

(iii) CH 2 = C = CH 2 (iv) CH 2 = CH − CH = CH 2
sp 2 sp sp2 sp2 sp2 sp2 sp2

682. The compound in which underlined carbon

uses only its sp3 hybrid for bond formation is:
(a) CH3COOH (b) CH3CONH2
(c) CH3CH2OH (d) CH3CH = CH2
UP CPMT-2006

Objective Chemistry Volume-I 1164 YCT

685. In the compound
the
hybridization of C-2 and C-3 carbons are
respectively
(a) sp3 and sp3 (b) sp2 and sp3 Benzene is also know as 1,2-dehydrobenzeile of an
2
(c) sp and sp (d) sp3 and sp aryne. It is a neutral and highly reactive reaction
WB-JEE-2009 intermediate. It one sp2 – sp2 σ-bond, one sp2 – sp2, π-
Ans. (c) : The given compound are – bond and one p–p–π bond.
689. The overlapping of orbitals in benzene is of the
type
(a) sp-sp (b) p-p
(c) sp2 – sp2 (d) sp3 – sp3
2
The hybridisation of C – 2 and C – 3 carbon are sp , sp Karnataka-CET, 2008
respectively. Ans. (c) : The molecular orbital picture of benzene
686. In the following compound, the number of sp- shows that in it all the six carbon atoms are sp2
hybridised carbons are hybridised. Out of these three sp2 hybrid orbitals of each
CH 2 = C = CH − CH − C ≡ CH C atom, two orbitals overlap with sp2 hybrid orbitals of
| adjacent C atoms to form six C–C single bonds. The
CN
remaining sp2 orbital of each C atom overlaps with s-
(a) 2 (b) 3 orbital of each hydrogen atom to form six C – H single
(c) 4 (d) 5 sigma bonds. Each C atom is now left with one
WB-JEE-2015 unhybridised p-orbital perpendicular to the plane of the
Ans. (c) : The given compound are – ring.
1 2 3 4 5 6
CH 2 = C = CH − CH2 − C ≡ CH
sp2 sp sp2 | sp sp sp
CN
sp
Hence, the number of sp –hybridised carbon are 4.

5. Structure of Benzene
687. Benzene reacts with H2 at 150°C at 30 atm 690. How many litres of oxygen (at STP) are
pressure in the presence of Ni catalyst to give– required for complete combustion of 39 g of
(a) Cyclohexene (b) Cyclohexane liquid benzene?
(c) n – hexane (d) No reaction occur (atomic weights : C =12, O =16, H=1)
CG PET-22.05.2022 (a) 84 (b) 22.4
(c) 42 (d) 11.2
Ans. (b) : Benzene treated with H2 in the presence of Ni
A.P.EAMCET-2001
catalyst of 150°C and 30 atm then cyclo hexane is
formed. This is the example of addition reaction. Ans. (a)
15
C6 H 6 (l ) + O 2 (g) → 6CO 2 ( g) ) + 3H 2 O ( g )
2
Molar mass of C6H6 = 78 g/mol
39
39 gms of C6H6(l) = moles = 0.5 moles
688. In benzene, the triple bond consists of 78
(a) one sp-sp sigma bond and two p-p pi bonds For 2 moles, we require 15 moles of O2, for 0.5 moles
(b) two sp-sp sigma bonds and one p-p pi bond we will require–
2 2 0.5 15
(c) one sp -sp sigma bond, one p-p pi bond ⇒ × 15 = moles of O 2
2 2 2 2.
(d) one sp -sp sigma bond, one sp -sp pi bond 2 4
and one p-p pi bond 15
= × 22.4litres = 84litres
VITEEE-2021 4

Objective Chemistry Volume-I 1165 YCT