ALKYNE

Total No.of questions in Alkyne are -

Level # 1 .................................................................................... 50
Level # 2 ........................................ ......................................... 40
Level # 3 ........................................ ......................................... 28
Level # 4 ........................................ ......................................... 11

Total No. of questions ............................................................ 129

 LEVEL # 1
Q.1 The carbon-carbon bond length in the Q.8 Which of the following is most basic –
following compounds - (A) :NH3 (B) :NH2
(C) R – C  C:  (D) OH
CH2 = CH2
Q.9 1-Butyne is formed when ethyl bromide is
I II
heated with -
CH3 – CH3 CH  CH
(A) Sodium ethoxide (B) Silver acrylate
III IV
(C) Sodium acetylide (D) Silver acetate
(A) III < II < I < IV (B) IV < I < II < III
(C) I < II < III < IV (D) I < IV < III < II
Q.10 Which can yield acetylene in single step
Q.2 The compound with molecular formula C4H6 (A) Propyne
has - (B) Ethene
(A) One double bond (C) Ethylene dichloride
(B) One triple bond or two double bonds (D) Sodium acetate
(C) All single bonds
(D) One triple bond and one double bond
Q.11 Which one of the following formula correctly
Q.3 Which of the following statemetns is not represents the organic compound formed
correct about ethyne - when 1,2-dibromoethane is heated with NaOH
(A) It belongs to the homologous series with in ethanol solution ?
general formula CnH2n – 2 where n = 2,3 (A) C2H2 (B) C2H4
etc (C) C2H6 (D) CH3OH
(B) It is a linear molecule with bond angles
of 180º
(C) It has a triple bond in which the two Q.12 In the reaction
carbon atoms share 6 electrons CH3–C  C–Na + (CH3)2 CHCl  
(D) It undergoes electrophilic addition more
the product formed is -
readily than ethene
(A) 4-Methyl-2-pentyne
Q.4 Which order is correct for bond length - (B) Propyne
(A)  C – H > – C – H > = C – H (C) Propyne and propene
(B) – C – H <  C – H < = C – H (D) A mixture of propene, propyne and 4-methyl-
(C)  C – H < = C – H < – C – H 2-pentyne
(D) None of these
Q.13 For preparing R – C  CH. From Grignard's
Q.5 The relative acidity of ethyne, ethene and
ethane follows the order - reagent we take -
(A) Ethane > Ethyne < Ethene (A) CH  CH, CH3MgBr & RI
(B) Ethyne > Ethene > Ethane (B) CH3 – C  CH + RMg Br + CH3I
(C) Ethyne < Ethene < Ethane
(C) CH  CH, CH3MgBr + R'I
(D) Ethene < Ethane < Ethyne
(D) None of these
Q.6 In acetylene molecule, there are ... bonding
electrons in between the carbon atoms – Q.14 Acetylene may be prepared using Kolbe's
(A) 6 (B) 8 (C) 2 (D) 4 electrolytic method employing -
(A) Pot. acetate
Q.7 pKa of propane (I), propene (II) and propyne (B) Pot. succinate
(III) will have the correct order – (C) Pot. fumarate
(A) I > II > III (B) III > II > I (D) None of these
(C) II > I > III (D) None of these
Q.15 For preparing methyl acetylene, we take - Q.21 Acetylene hydrocarbons are acidic because
(A) Sigma electron density of C–H bond in
(A) CH3  C  COOK acetylene is nearer a carbon which has
|| 50% s-character
CHCOOK (B) Acetylene has only one hydrogen atom
at each carbon atom
(B) CHCOOK (C) Acetylene contains least number of hy-
|| drogen atoms among the possible hydro-
CHCOOK carbons having two carbons
(D) Acetylene belongs to the class of
alkynes with formula CnH2n – 2
(C) CH3  CH2  CCOOK
||
CHCOOK Q.22 Which of the following reaction does not occur
(D) All of these (A) 2CH4 Heat

to 1500ºC
 C2H2
Pass through
Q.16 Acetylene is prepared industrially by passing (B) C2H2    C H
red hot tube 6 6
electric discharge through graphite electrods
(C) C2H2 Heat to high temp.
  2C+H2C = CH2
in the atmosphere of -
(D) C2H2 Electric arc shock
(A) Air (B) N2    2C + H2
(C) H2 (D) CO 2
Q.23 The reaction shown by 1-alkyne is –
Q.17 In the reaction (A) Addition (B) Substitution
(C) Polymerisation (D) All of the above
X
CH3CH2CCl 2CH3   CH3C  CCH3
the reagent X is - Q.24 Lindlar’s catalyst consists of –
(A) KOH / C2H5OH (B) Zn (A) Metallic nickel + nickel boride
(C) HCl / H2O (D) Na (B) Metallic platinum
(C) Metallic palladium deposited on calcium
carbonate containing lead acetate and
Q.18 CHCl3 + CH3CCl3 + 6Ag  A + 6AgCl. quinoline
The compound A is - (D) Sodium borohydride in ethanol.
(A) CH  CH
(B) CH3 – C  CH Q.25 Ethyne adds on HCl to first give a –
(A) Carbanion (B) A free radical
(C) CH3 – CH = CH2
(C) A vinylic cation (D) A biradical
(D) CH2 = CH2
Q.26 Hydrocarbon containing following bond is
Q.19 Which of the following method is not appli- most reactive for hydrogenation in the pres-
cable to the preparation of acetylene - ence of Ni -
(A) Dehydro chlorination of a vicinal dihalide (A) C  C (B) C = C
with two carbon atoms (C) C – C (D) All
(B) Debromination of tetrabromoethane
(C) Dehydration of glycol Q.27 The reduction of an alkyne to alkene using
(D) Heating of vinyl chloride with sodamide Lindlar's catalyst results into -
(A) Cis addition of hydrogen atoms
Q.20 Propyne is f ormed by heating (B) Trans addition of hydrogen atoms
1,2-dibromopropane with – (C) A mixture obtained by cis and trans
additions of hydrogen which are in
(A) C2H5ONa equilibrium with each other
(B) Alc. KOH and sodamide (D) A mixture obtained by cis and trans
additions of hydrogen atoms which are
(C) Aqueous alkali
not in equilibrium with each other
(D) Sodalime
Q.28 The reduction of 3-hexyne with H2/Lindlar's Q.34 Reaction of alkenes and alkynes with
catalyst gives predominantly - hypochlorous acid is called -
(A) n-Hexane (A) Hydroxy chlorination
(B) Trans-3-hexene (B) Chlorohydroxylation
(C) Cis-3-hexene (C) Chlorination
(D) A mixture of cis-and trans-3-hexene
(D) Hydroxylation

Q.29 The reaction HC  CH  CH2ClCHO takes

Q.35 Hydration of propyne gives -
place in -
(A) 1-Propanol (B) 2-Propanol
(A) HC  CH HOCl
 (C) Propanal (D) Propanone
HCl
(B) HC  CH   
peroxide Q.36 By the addition of CO and H2O on ethyne,
(C) HC  CH   Cl2 the following is obtained -

Cl (A) Propenoic acid
(D) HC  CH   2
 (B) Propanal
oxidizing agent
(C) 2-Propenoic acid
Q.30 By the action of hydrobromic acid on ethyne (D) None of these
we get -
(A) Methyl iodide Q.37 The alkyne which giv es pyruv ic acid
(B) Ethyl iodide (CH3COCOOH) on oxidation with alk. KMnO4
(C) Ethyledene bromide is -
(D) 1, 2-Dibromo ethane (A) CH  CH
(B) CH3C  CH
Q.31 Hydration of C  CH in presence of (C) CH3 – C  C – CH3
(D) CH3 – CH2 – C  CH

H2SO 4 / HgSO4 gives -

Q.38 An alkyne which gives two moles of acetic
acid on ozonolysis is -
(A) COCH3 (B) CH2CHO (A) 1-Butyne (B) 2-Butyne
(C) Methyl acetylene (D)3-methyl-1-butyne

(C) COCH3 (D) CH2CHO Q.39 Propyne on oxidation with SeO2 gives -
(A) Penta-1,4-diene
(B) Penta-1,3-diene
(C) Penta-1,2-diene
Q.32 The products obtained via oxymercuration (D) None
(HgSO4 + H2SO 4) of 1-butyne would be -
(A) CH2CH2COCH3
(B) CH3CH2CH2CHO Q.40 An alkyne C7H12 on reaction with alk. KMnO4
and subsequent acidification with HCl yields a
(C) CH3CH2CHO + HCHO
(D) CH3CH2COOH + HCOOH mixture of CH3  CHCOOH + CH3CH2COOH.
|
Q.33 The catalyst required for the reaction CH3
The alkyne is -
HC  CH + dil. H2SO4 Catalyst
 CH3CHO
(A) 3-Hexyne
is -
(B) 2-Methyl-3-hexyne
(A) HgSO 4 (B) Pd
(C) Pt (D) AlCl 3 (C) 2-Methyl-2-hexyne
(D) 2-Methyl-2-hexene
Q.41 Which one of these will react with sodium Q.48 An organic compound decolourises bromine
metal - in CCl4 and can be reduced catalytically.
(A) Ethyne (B) Ethene Also, it gives a precipitate with ammonical
(C) Ethane (D) Ether cuprous chloride. The compound can be -
(A) CH3 – CH = CH – CH3
(B) CH3CH2C  CH
Q.42 CH3–C  C–CH3 NaNH
 2
 X ; what is X (C) CH3CH = CH2
(A) CH3 – CH2CH2CH3 (B) CH3CH2C  CH (D) CH C  CH
3 2
|
CH3
(C) (D) CH2=C=CH–CH3

Q.49 Which of the following reagents cannot be

Q.43 A compound (C5H8) reacts with ammonical
AgNO3 to give a white precipitate and reacts used to locate the position of triple bond in
with excess of KMnO 4 solution to give CH3 – C  C – CH3 -
(CH3)2CH–COOH. The compound is -
(A) Br2 (B) O3
(A) CH2 = CH – CH = CH – CH3
(B) (CH3)2CH – C  CH (C) Cu2+ (D) KMnO4

(C) CH3(CH2)2C  CH
(D) (CH3)2C = C = CH2 Q.50 A hydrocarbon, ‘X’(C3H4) decolourise bromine
in carbon tetrachloride forming ‘Y’ . ‘X’ gave
Q.44 Which of the following compounds will not a red precipitate of a compound ‘Z’ with
give a precipitate with tollen's reagent -
ammonical cuprous chloride and formed a
(A) Ethyne (B) 1-Butyne
(C) 3-Methyl-1-butyne (D) 2-Pentyne carbonyl compound with dilute sulphuric acid
in the presence of Hg+2 ions. X, Y, and Z are
Q.45 A mixture of CH4, C2H4 and C2H2 gases are given by the set –
passed through a Wolf bottle containing (A) CH2 = C = CH2, CH2Br - CBr2 - CH2Br,
ammonical cuprous chloride. The gas com-
ing out is - CH3 - C  C - Cu
(A) Methane (B) CH3 - C  CH, CH3 - CBr2 - CHBr2, CH3-
(B) Acetylene
C  C - Cu
(C) Mixture of methane and ethylene
(D) Original mixture (C) CH3 - C  CH, CH3 - CBr = CHBr, CH2Cu-
C   CH
Q.46 Westrosol is a solvent & it is prepared by -
(D) CH2 = C = CH2, CH2Br - CH = CHBr,
(A) CH  CH + 2Cl 2
CH3 - C  C - Cu
(B) CH  CH + 2HCl & then Ca(OH) 2
(C) CH  CH + 2Cl2 & Ca(OH)2
(D) None of these

Q.47 When acetylene is passed into a solution of

cuprous chloride and ammonium chloride, it
forms finally -
(A) Vinyl acetylene
(B) Divinyl acetylene
(C) Chloroprene
(D) Poly vinyl acetylene
 LEVEL # 2
Q.7 The product formed during the reaction
Q.1 In the reaction
CH3–C  C–Na + (CH3)2 CHCl   CH  CH + NaOCl 0ºC  is –
the product formed is - (A) 1,2-Dichloro ethane
(A) 4-Methyl-2-pentyne (B) 1,2-Dichloro ethanal
(B) Propyne (C) 1,2-Dichloro ethene
(C) Propyne and propene (D) 1,2-Dichloro ethyne
(D) A mixture of propene, propyne and 4-methyl-
Q.8 Acetylene and ethylene reacts with alk.
2-pentyne
KMnO4 to give –
(A) Oxalic acid and formic acid
Q.2 Acetylene is treated with excess of sodium
in liq. NH3. The product is reacted with (B) Acetic acid and ethylene glycol
excess CH3I. The final product is - (C) Ethyl alcohol and ethylene glycol
(D) None
H
| Q.9 3-Hexyne adds hydrogen in the presence of
(A) CH3  C  C  CH3 nickel boride to give –
|
H (A) Hexane (B) Cis-3-hexene
(B) CH3C  C – CH3
(C) 1-Hexene (D) 2-Hexene
(C) CH3 – CH2 – CH2 – CH3
(D) CH3  C  C  CH3 Q.10 2-Butyne and 1-Butene show resemblance in
| all except –
Br (A) Both decolourise alkaline KMnO4
(B) Both turn bromine water colourless
Q.3 Acetylene on passing into excess of HOCl
(C) Both undergo addition reaction
solution forms –
(A) Ethylene chlorohydrin (D) Both from white precipitate with Tollen’s
(B) Acetaldehyde reagent
(C) Dichloroacetaldehyde
(D) Methyl Chloride Q.11 Ethyne +CO + Ethyl alcoholNi,
 product.
The product in the above reaction is (a/an) –
Q.4 Which is expected to react most readily with (A) Unsaturated acid
bromine -
(B) Hydrocarbon
(A) CH3CH2CH3 (B) CH2 = CH2
(C) CH  CH (D) CH3 – CH = CH2 (C) Ester
(D) Saturated acid
Q.5 Dichloro acetone can be prepared by the Q.12 A mixture of nitrogen and acetylene, on
reaction
passing electric spark through it gives –
(A) CH  CH and HCl
(B) CH3 -C  CH and HOCl (A) Hydrogen and carbon
(C) CH2 = CH - CH3 and HOCl (B) Hydrogen cyanide
(D) CH3CH2CH = CH2 and HOCl (C) Nitromethane
(D) Nitroethane
Q.6 What is the end product of the following
sequences of operations –
Q.13 The order of reactivity of halogen acids on
H2 O dilH2SO 4 Ni
CaC2   A    B   C acetylene is –

Hg H2
(A) HI < HBr < HCl < HF
(A) Methyl alcohol (B) Acetaldehyde (B) HI > HBr > HCl > HF
(C) C2H5OH (D) C2H4 (C) HI < HBr ~ HCl > HF
(D) HI < HBr > HCl > HF
Q.14 The monosodium salt of acetylene on treating Q.19 Acetylene adds on diborane to form a vinylic
with dry CO2 forms– borane which on treatment with alkaline
(A) CH  CCOOH (B) CH  CCOONa hydrogen peroxides forms

(C) CH  CCONa (D) None (A) Acetone

(B) Acetaldehyde

Q.15 Acetylene reacts with formaldehyde in the (C) Acetal

presence of sodium alkoxide to form mainly– (D) Acetyl acetone
(A) CH2 = CH – CH2OH
Q.20 Degradation of propyne is affected by all
(B) CH2OH - CH = CH2
except –
(C) (A) Ozonolysis
(B) Oxidation by KMnO4
(D) (C) Combustion
(D) Red-hot iron tube

Q.21 1-Butyne and 2-Butyne can be distinguished

Q.16 Acetylene when passed into methanol at
by reaction with the following except –
160º-200º in the presence of potassium
methoxide gives : (A) [ Ag(NH3)2] +
(A) Methyl vinyl ether and then methylal. (B) [ Cu(NH3)2] +
(B) Methoxy acetylene and then dimethoxy (C) Baeyer’s reagent
acetylene (D) Sodamide
(C)Methoxy ethane and 1,1-dimethoxy ethane
(D) Methyl vinyl ether and 2-methoxy propane 
MnO 4 / OH
Q.22 1-Butyne  
 mixture of two
Q.17 Acetylene when passed into a solution of compounds –
cuprous chloride in ammonium chloride gives: (A) Formic acid + Acetic acid
(A) Cuprous acetylide (B) Propionic acid + Acetic acid
(B) Vinyl acetylene and divinylacetylene (C) Propionic acid + Formic acid
(C) Vinyl chloride and Polyvinyl chloride (D) Butyric acid + Formic acid
(D) Ethylidene dichloride
Q.23 Consider the reaction,
Q.18 Ozonolysis (O3, H2O) of, CH2 – CH2 – C  CH  CH(g) + 2 HCl(g)  product.
|
CH3 The product of this reaction is –
C – CH3 gives : (A) CH3CHCl2(g) (B) CH2 = CHCl(g)
(A) CH2 CH2COOH + CH3COOH (C) CHCl = CHCl(g) (D) CH2ClCH2Cl(g)
|
CH3
Q.24 What is the product when large excess of
(B) CH3 CH CHO + CH3CHO HCl(g) is reacted with 2–butyne –
|
CH3 (A) 2,2–Dichlorobutane
(C) CH3CHCHO + CH3COOH (B) 2,3–Dichlorobutane
| (C) 2–Chloro–2–butene
CH3 (D) 3–Chloro–2–butene
(D) None
 C  CH Q.29 The reagent which converts a three carbon
Q.25 OH DilH SO ,HgSO
2
  4  A. ‘A’ is alkyne into a three carbon ketone is –
(A) Alkaline potassium permanganate
(B) Ozone
(C) Dilute sulphuric acid and Hg+2
(A) (B)
(D) Diborane and H2O 2 + alkali

Q.30 Acetic acid is the only product of ozonolysis

of –
(C) (D) (A) 1-Butyne
(B) Dimethyl acetylene
(C) Ethyl acetylene
(D) 2-Butene
Q.26 A and B in the reaction sequence are –
Br in Q.31 Ethylidene diacetate on strong heating
2 A alc.
C2H5–CH = CH2 CCl 
 B
KOH
4 produces -
(A) ethyl acetate and ethylene
(A) (B) acetylene and acetic acid
(C) acetic anhydride and acetaldehyde
(D) ethylene and acetic acid
(B)

Q.32 Which of the following reagents should be

used to prepare CH 3CH 2CH 2 CHO from
(C) CH3CH2C  CH?
(A) Aq.H2SO4,HgSO4
(B) Hg(OAc)2,H2O;NaBH4
(D)
(C) B2H6;H2O 2/OH–
(D) All of these
Q.27 Silver acetylide when heated with HCl gives–
Q.33 The cylindrical shape of the -electron cloud
(A) C2H2 (B) H2
around carbon-carbon bond of acetylene is
(C) C2H4 (D) C6H6
due to the fact that its has -
(A) three  bonds
Q.28 Compound A (C4H6 ) gave the following
(B) two  bonds and one  bond
reactions,
(C) three  bonds
(a) A + Br2/CCl 4 (excess)  B(C4H6Br4)
(D) one  bond and two  bonds
(b) A + H2/Pt. (excess)  C(C4H10)
(c) A + Ammonical Cuprous chloride  Q.34 The end product of the following sequence
D(Precipitate)
is -
A, B C and D are given by the set –
(A) 1-Butyne ; Dibromobutene ; Butane ; Heat H2 O H2SO 4
CaO + C  A  B HgSO
  C
Copper acetylide 4

(B) 1-Butyne ; 1,1,2,2-Tetrabromobutane ; (A) ethanol

Butane ; Cuprous butynide (B) ethyl hydrogen sulphate
(C) 2-Butyne ; 2,2,3,3-Tetrabromobutane ,
(C) acetaldehyde
Isobutane ; Cuprous butynide.
(D) ethylene glycol
(D) 2-Butyne ; 1,1,2,2- Tetrabromobutane,
Isobutane ; Copper acetylide.
Q.35 Which of the following reactions will yield Q.38 Which among the following compounds will
2,2-dibromopropane - give mixture of two ketones on hydration with
HOH/H2SO 4/HgSO4 -
(A) CH2=CHBr + HBr (A) CH3 – CH2 – C  C – CH3
(B) CH3CCCH3+2HBr (B) CH3 – C  C – CH3
(C) CH3CCH + 2HBr (C) C2H5 – C  C – C2H5
(D) CH3CH = CHBr + HBr (D) All of these

Q.39 In the reaction

Q.36 Acetylene reacts with HCN in the presence
2 (i)NaNH /NH (1)
of Ba(CN)2 to yield - CH 3 – C  C – H    3
 (A)
(A) 1,1-dicyanoethane CH – CH – CH – Br
3 2  
2

 (B)
(B) 1,2-dicyanoethane the product (B) is -
(C) vinyl cyanide (A) CH3 – C  C – CH2 – CH2 – CH3
(D) none of these (B) CH3 – CH = CH2
(C) CH3 – CH2 – C  C – CH2 – CH3
(D) CH3 – CH = C = CH – CH2 – CH3
Q.37 In the following reaction :

H2 O Q.40 1-Butyne on reaction with hot alkaline KMnO4

 
C2H2 HgSO  (X) CH3CHO
/H SO
4 2 4 gives -
what is (X) ? (A) CH3CH2CH2COOH
(B) CH3CH2COOH
(A) CH3CH2OH
(C) CH3CH2COOH + CO2
(B) CH2 = CHOH
(D) CH3CH2COOH + HCOOH
(C) CH3CH2CHO
(D) CH3–O–CH3
 LEVEL # 3
Single correct type Questions Q.6 The major product formed in the reactions
1.NaNH / NH
CH3 C  CH   2  3
is
Q.1 1, 2-Dichloroethane is heated with KOH 2.ClCH CH CH Br
2 2 2

(1 mole) in ethanol. The major product formed is (A) CH3 C  CCH2CH2 CH2Br
(A) Vinyl chloride (B) Acetylene
(B) CH3 C  CCH2 CH2CH2Cl
(C) 2-chloroethanol (D) Ethylene glycol
(C)
Q.2 Sodium propynide is allowed to react with
2-bromo-2-methylpropane. The major product Cl
formed is |
(D) CH3 — C — CH2CH2CH2 CH2Br
(A) 4,4-dimethyl-2-pentyne |
(B) Propyne and 2-methylpropene NH2

(C) Propyne and 2-methylpropane Q.7 Consider the following reaction sequence.
(D) None of the above as no reaction takes
peroxide HBr
place CH3 C  CH  HBr   
 A  B

The products (A) and (B) are, respectively,

Q.3 Propyne is treated with NaNH2. The product
(A) CH3CH = CHBr and CH3 CHBrCH2Br
is then treated with D2O to give ’
(B) CH3CBr = CH2 and CH3CBr2 CH3
(A) DCH2C  CH (B) DCH2C  CD (C) CH3CH = CHBr and CH3CH2CHBr2
(C) CH3 C  CD (D) CH3 CH  CHD (D) CH3CH = CHBr and CH3CBr2CH3

Q.8 In the reactions

Q.4 Consider the following reaction sequence. BH H O
3
CH3 CH 2C  CH  2 
2
I   II
CH MgBr CH CH Br THF NaOH
3 
3  I  2
CH3 C  CH   II
the final product (II) is
The final product (II) formed is (A) CH3CH2CH2CHO
(A) CH3 C  CCH3 (B) CH3CH2COCH3

(B) CH3 C  CCH2CH3 (C) CH3CH2CHOHCH3

(D) CH3CH2CH2CH2OH
(C) CH3 C  CMgBr
Q.9 Orlon is a synthetic fibre obtained by the
CH3 polymerization of a monomer. The monomer
|
(D) CH3 – C  CHCH2CH3 can be prepared by the reaction
HgCl2
(A)HC  CH  HCl  
HgSO 4
(B) HC  CH  CH3CO 2H  
Q.5 Consider following reaction sequence.
Ba(CN)2
(C) HC  CH  HCN   
1.R
CH3 C  CCH3 
 CH3 COCOCH3 (D) CH3 C  CH  HCN 
2.Zn / H2O

In the above reaction the reactant R is

(A) H2O2 (B) O2
(C) O3 (D) KMnO4
Q.10 Lewisite, a chemical weapon, is prepared by Q.13 Consider the following two reaction sequences.
the reaction.
(A) CH2 = CH2 + S2Cl2 
PhC  CH
(B) CHCl3 + HNO3 

(C) HC  CH  AsCl 3 

CuCl The two products (P) and (Q) are, respectively,

(D) HC  CH  
aq.NH4Cl (A) PhCOCH3 and PhCH2CHO
(B) PhCH2CHO and PhCH2CHO
Q.11 Which of the following statements is correct
(C) PhCH2CHO and PhCOCH3
(A) Alkynes are more reactive than alkenes in
(D) PhCOCH3 and PhCOCH3
both electrophilic and nucleophilic addition
reactions.
(B) Alkynes are more reactive than alkenes in Q.14 The product formed in the reaction
electrophilic addition reactions but less
reactive in nucleophilic addition reactions.
is
(C) Alkynes are less reactive than alkenes in
electrophilic addition reactions but more
reactive in nucleophilic addition reactions. (A) (B)
(D) Alkynes and alkenes both have low
reactivity in electrophilic addition reactions (C) (D)
but both have high reactivity in nucleophilic
addition reactions.
3 NH
Q.15 In the reaction CH3 C  CH  CuCl 
O 2 ,CH3OH

Q.12 The reaction the product formed is

HC  CCH  CH2  HCl 

(A) CH3 C  C — Cu
(1mole) (B) CH3 CH  CH — C  C — CH3
Produces (C) CH3 C  C — C  CCH3
(D) CH3 CH  CH — CH  CH — CH3
(A) HC  C — CH — CH3
|
Cl Q.16 In the reaction
aq.H SO
HC  CCOOH  2 
4
(B) H C  C – CH  CH HgSO 4
2 2
|
Cl the major product formed is

(A) CH3COCOOH (B) OHCCH2COOH

(C) H2C = C = CH – CH2Cl
(C) HOCH2CHOHCOOH (D) OHCCOCOOH
(D) ClCH = C = CHCH3
Q.17 Consider the following reaction sequence. Statement Based Questions
2Br /CCl 2 Cl
CH  CH   4  A 
 B Each of the questions given below consist
1 mole 1 m ole
of Statement – I and Statement – II. Use the
The products(A) and (B) are, respectively,
following Key to choose the appropriate
(A) 1, 2-dibromoethene and
answer.
1, 2-dibromo-1, 2-dichloroethane
(B) trans-dibromoethene and (A) If both Statement- I and Statement- II are

(±)1, 2-dibromo-1, 2-dichloroethane true, and Statement - II is the correct

explanation of Statement– I.
(C) cis-dibromoethene and
meso-1, 2-dibromo-1, 2-dichloroethane (B) If both Statement - I and Statement - II

(D) trans-dibromoethene and are true but Statement - II is not the

meso-1, 2-dibromo-1, 2-dichloroethane correct explanation of Statement – I.

(C) If Statement - I is true but Statement - II
Q.18 A hydrocarbon (X) of molecular formula C4H6 is false.
decolorizes a solution of bromine in carbon (D) If Statement - I is false but Statement - II
tetrachloride and gives a white precipitate with
is true.
ammoniacal silver nitrate solution. The
hydrocarbon (X) on treatment with aqueous
H2SO4 containing HgSO4 yields 2-butanone. Q.22 Statement I : Ethyne is stronger acid than
The hydrocarbon (X) is ethene.
(A) 1,3-butadiene (B) Cyclobutene Statement II : C–H bond in ethyne is formed
(C) 1-butyne (D) 2-butyne by sp-sp overlap

Q.19 Which of the following compounds will yield Q.23 Statement I : 1-Butyne is stronger acid than
2, 3-pentanedione on reductive ozonolysis ? 2-butyne.
(A) 2, 3-Pentadiene (B) 2-Pentene Statement II : 1-Butyne and 2-butyne are

(C) Cyclopentene (D) 2-Pentyne position isomers.

Q.20 A hydrocarbon on heating with concentrated Q.24 Statement I : But-2-yne does not react with
KMnO4 solution produces propionic acid only, sodium.
but on reaction with cold dilute KMnO 4
Statement II : But-2-yne is non terminal
produces a diketone. The hydrocarbon is
alkyne
(A) 3-hexene (B) 3-hexyne
(C) 1-butyne (D) 1-butene
True/False type Questions
Q.21 An alkyne on oxidation with hot concentrated
alkaline KMnO4 produces isobutyric acid and Q.25 But-2-yne gives a white precipitate with Tollen's
CO2. The alkyne has the structure reagent.
(A) CH3 CH2CH2 C  CH
(B) (CH3 )2 CHCH2C  CH
(C) (CH3 )2 CHC  CH
(D) (CH3 )2 CHC  CCH(CH3 )2
Q.26 Unsaturated hydrocarbons have higher octane
number than the saturated hydrocarbons.

Q.27 Acetylene is more acidic than ethylene.

Match the column

Q.28
Column-I Column-II

(I) 2C2H5Br + 2Na 
Ether (P) PVC
C4H10 + 2NaBr
(II) C2H5OH + H2SO
4
443
 K (Q) Synthetic Petrol
C2H4 + H2O
(III) Reductive ozonolysis (R) Wurtz reaction
of ethylene
(IV) n(C2H3Cl)  (C2H3Cl)n (S) A geminal dihalide
(V) Hydrogenation of carbon (T) Thermal cracking
(VI) p-xylene (U) Trimerisation
670 K, pt
(VII) n-heptane Toluene
  (V) Glyoxal is one of
Toluene the main product
Cu,Tube
(VIII) C2H2 Heat
 C H
6 6
(W) A homologue of

toluene

(IX) Decane 770


K (X) Reforming
Pentane + Pentene
(x) Ethyledene dibromide (Y) -Elimination
process
 LEVEL # 4
(Questions asked in previous AIEEE & IIT-JEE)

SECTION-A Q.3 In the compound CH2 = CH - CH2 - CH2 - C  CH,

the C2 - C3 bond is of the type -
Q.1 Reaction
H – C  C – H + HOCl  product, here
product will be - (A) sp - sp2 (B) sp3 - sp3
(A) CHCl2 – CHO (B) CHO – CHO (C) sp - sp3 (D) sp2 - sp3
(C) CH – Cl = CHCl (D) CHCl2 – CHCl2
Q.4 Propyne and propene can be distinguished by -
Q.2 Acetylene does not react with -
(A) conc. H2SO4
(A) NaNH2 (B) NaOH
(C) Na metal (D) Ammonical AgNO3 (B) Br2 in CCl4
(C) dil. KMnO4
Q.3 The treatment of CH3MgX with CH3C  C – H (D) AgNO3 in ammonia

produces Q.5 Identify a reagent from the following list which

(A) CH3C  C – CH3 can easily distinguish between 1-butyne and
2-butyne
H H
(B)
CH3 C C CH3 (A) bromine, CCl4
(C) CH4 (B) H2, Lindlar catalyst
(D) CH3–CH = CH2 (C) dilute H2SO4, HgSO4
(D) ammoniacal Cu2Cl2 solution

Q.4 The hydrocarbon which can react with sodium HgSO 4

Q.6 C6H5 – C  C – CH
3
  A
H2 SO 4
in liquid ammonia is
(A) CH3CH2 C CH
(B) CH3CH = CHCH3 (A)
(C) CH3CH2C  CCH2CH3
(D) CH3CH2CH2C  CCH2CH2CH3
(B)
SECTION-B
Q.1 The product(s) obtained via oxymercuation
(HgSO4 + H2SO4) of 1-butyne would be- (C) C6H5  C  CHCH3
(A) CH3 – CH2 – C – CH3 |
(B) CH3 – CH2 – CH2 – CHO OH
||
O (D) C 6H5  CH  C  CH3
(C) CH3 – CH2 – CHO + HCHO |
(D) CH3 – CH2 – COOH + HCOOH OH

Q.2 Which is the decreasing order of strength of Q.7 2-hexyne can be converted into trans-2-hexene
bases : OH–, NH2 , HC  C– and CH3 CH2 ? by the action of :

(A)H2Pd-BaSO4 (B) Li in Liquid NH3

(A) CH3 CH2 > NH2 > HC  C– >OH–
(C) H2PtO2 (D) NaBH4
(B) HC  C– > CH3 CH2 > NH2 > OH–
(C) OH– > NH2 > HC  C– > CH3 CH2
(D) NH2 > HC  C– >OH– > CH3 CH2
 ANSWER KEY
LEVEL # 1

Qus. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25
Ans. B B D C B A A C C C A D A C B C A B C B A C D C C
Qus. 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 49 50
Ans. B A C A C C A A B D A B B C B A B B D C C B B C B

LEVEL # 2
Qus. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20
Ans. D B C D B C D A B D C B B B C A B A B D
Qus. 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40
Ans. C C A A D A A B C B C C D C C C B A A C

LEVEL # 3
Qus. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21
Ans. A B C B C B C A C C C B C B C B D C D B C
Qus. 22 23 24 25 26 27
Ans. C B A FALSE TRUE TRUE

28
(I)  R; (II)  Y; (III)  V; (IV)  P; (V)  Q; (VI)  W ; (VII)  X; (VIII)  U; (IX)  T;(X)  S

LEVEL # 4

SECTION-A
Qus. 1 2 3 4
Ans. A B C A

SECTION-B

Qus. 1 2 3 4 5 6 7
Ans. A A D D D A B