NCERT Che mist ry Booster-XII

:~~ID
- - .,__,, _____ ____ --=---
---------- ----------~ ----------------------~----- ------------..: ------~ --~~---=- =- =-
•
Level 2: Competition Corne~ t,i;L,;,._._.·_·_
1

___;:. ,.____ ;.___, ;._ _ _;_,;;__

·=
_ _ _ _ _ _-:.;._
J
Cl
MEET
1. The reaction,
C2H 5Cl + aq. KOH --+ C2H 5OH + KCl is :
[CPM T200 2]
(a)
Cl~
~ I
NO2
(b)
¢ CH3
(a) electrophilic addition
(b) nucleophilic addition Cl

UCI
¢
(c) electrophilic substitution (

(d) nucleophilic substitution (c) (d) I

in a
2. Which of the following is least reactive
nucleophilic substitution reaction ? OCH3
[CBSE (PMT ) 2004 ) go
8. Which of the following compounds will under
(a) (CH 3 hC- Cl (b) CH 2.=CH C1
racemisation when solution in KOH is hydrolysed?
(c) CH 3CH 2Cl (d) CH 2 =CH CH 2Cl • [AIPMT, 2014]
3. Which of the following undergoes ·nucle
ophilic
substitution exclusively by S N 1 m~chanism ?
[CBSE { PMT ) 2005 )
(a) Ethyl chloride (b) Isopropyl chloride
CH3
(c) Chlorobenzene (d) Benzyl chloride.
ions
I: ..
4. Which of the following sequence of react
(reagents) can be · used for conversio n of (iii)H 3C-C H-:- Clf~Cl· (iv) ✓ T"'-c1
C6H 5CH 2CH 3 intoC 6H 5CH= CH 2 ? [ ~ S 2006
) I C2H5
CH 3
(a) SOC1 2; H 2O (b) SO 2Cl 2; .ale. KOH
(a) (i) and (ii) ~·n:; (b) (ii)an d (iv)
(c) Cl 2/hv; H 2O (d) S@Cl 2; ale. KOH .. . •
(c) (iii) and (iv) (d) (i) and (iv)
s. For : (i) r (ii) ci- (iii) Br - , the increasing order of 9,•. The reaction ·:%d: 6H 5CH = CHCH 3 with
HBr
nucleophilicitywould be: [CBSE (PM T) 2007 ]
.. produces JLiu1 i ' [AIP MT 2~15]
(a) Cl-< Br-< Y- (b) r <Cl- <Br- (b). C 6 lf.:5CH 2CH 2CH 2Br
(a) C6H 5CH 2Ctt~h
(c) Br- <Cl- <Y- (d) Y- <Br - <Cl- I . T '

Br
3°
6. The orde r of rate of hydrolysis of alkyl halides 1°, 2°,
andC H Xbyt heSN 2 pathw ay is :
3

(a) 1° > 2° > 3° > CH 3X

(b) CH 3X > 3° > 2° > 1°
(c) CH 3X > 1° > 2° > 3°
[DPM T 2010

'
]

I
(c) ¢CH= CHC H3

Br
.(d) 3° > 2° > 1° > CH 3X :
o- 10. In an SN 1 reaction on chiral centers, there is
7. Which of the following compounds undergo nucle [RE (AIP MT Re-exam 2015]
e)
philic substitution reaction most easily ?
(a) 100% reten tion.
[AIP MT (Mai ns) 2011 ] (b) 100% inversion.
· · · \ ~) 100% racemization.
· '(d)' inversion more than reten tion leading ~o partial
racemization.
 polo'!!!'-'!1!!!.8!!!..a_~~'!_"!._7!'!~_ or Halo .
I291 I
~ f th fi ll · . -. - - - - - - - ~!~ a_~~~!! ----------
!-?!~~~-
11· Which O. e O owmg reactton(s) can r - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -

preparation of alkyl halides ? · be used for the CH3 .......__ .,......c~ 5

CRE(AIPMTR ............ __ (c) 1"""'c,
(0 CH 3CH 2OH + HCI anby.Zna ----.:JUUDe) 2015) H . OCH3
2
➔ ·

(II) CH 3CH2OH + HCI~ 15. Correct order of reactivity towards nucleophilic

substitution reaction of following is : [AIIMS 2017)
(lll)(CH3)3COH +HCI~ .
CH2-CH2-Cl CH2-Cl
(IV)(CH 3}iCHOH + HCI anhy.Zna 2
(a) (IV) only
(b) (Ill) and (IV) only
-+
en@ mi@
(c) (I), (III) and (IV) only
Cl
(d) (I) and (II) only
12. For the following reactions.
01)~
(I) CH 3CH 2CH 2Br +KOH~ CH 3CH = CH
2
. OCH3
HC CH · +KBr +H2O
(II) 3 Y 3 + KOfl ~ . H3CYCH3 KBr + · . (a) Il> l> IV >.III (b) III> IV> I> II
Br OH (d) IV> II> III> I
(c) Il>IV>l>I I

cnoO . o:.
16. Identify, A and predict the type of reaction.
+ Br2----+ (XBr
Br N"'"a • A [NEET201 7]
Which of the following statements is correct ?
. [NEET (Phase-O 2016)
Br

'.
8
(a) (I) and (II) are elimination reactions and (111) is
addition reaction. · · . NH2 , .
(b) (I) is elimination , Cm i~ substitution and (111) is (a) and elimination addition reaction
addition reaction. ·. · · .

(c) (I) is elimination , Cm and (III) are substitution

. ,

Br _
reactions.
(b) . and cine substitution reaction
(d) (I) is substitution , (II) and (III) are addition
reactions.
. ~H3
13. Which of the following coIIipo'unds shall not produce
propene by reaction with HBr followe4 by elimination
or direct only elimination reactib'n ?
(c) 0 and cine substitution reaction
I

[NEET (Phase-W 2016] . ~H~

(a) H3C-CH 2 -CH 20H
(b) H2C=C=0
(c) H 3C-CH 2 -CH 2Br
(d) Q NH, and substitution reaction

17. Among the following, the r~action that proceeds

H2C-CH2 through an electrophilic substitution is :

·o
(d) \C/ . [NEET 2019]

CH3'-.
H2
/CH3
(a) + Cl2 A1Cl
3
. ➔ 0 - c l + HCl
CHaONa ➔ Product (Major) ?
14. 1"""' t ........._ . Cl Cl
H '"lf'C6Hs
(b) 0 + Cl2 .Wlight Cl Cl

Cl Cl
 1~?~1_ __________ --__ __ _____________ _____ ___ _________ ________ __ ____ __ _-~~~~'!-~1!-~~i~-t~~ -~~~
(c) o-~
- CH20H+H CI~
0-
f_~ Cu 2 Cl + H2 O
H3C
_r{H3

H
H+ [F] Br2/C04 C H B
l , 4 8 r2
s such products
are possible

0-
(d) f ~~
2 12
N!CI- _cu c ) Q - c 1 + N2 (a) 2 (b) 5 (c) 6
4. The following compound on hydrolysis in aqueous
[UT 2005]
(d) 3

18. Elimination reaction of 2-bromopentane to form pent- acetone will give :

2-ene is : [NEET 2020] CH3 CH3 CH3
(i) eliminat ion reaction
(ii) follows Zaitsev rule
CH3-O H
(iii) dehydrohalogenation reaction
(iv) dehydration reaction
(a) (ii), (iii), (iv) (b) (i), (ii), (iii) H Cl CH3 '
(c) {i), (ii), (iii) (d) (i), (iii), (iv)
19. The major product formed in dehydrohalogenation
reaction of 2-Bromo . pentane is Pent-2-ene. This
product formation-is based on ? [NEET 2021]
(a) Saytzeff's rule (b) Hund's ·rule
(d) Huckel's rule H OH CH3
(c) Hoffmann rule
20. The correct sequence of bond enthalpy of 'C-X bond
is: ,[NEET 2021]
(a) CH 3-F < CH 3 -Cl <. CH 3 -Br < CH 3
-I
(b) CH3-F > CH3-Cl > CH 3-Br > CH 3 I
-
(c) CH3-F < CH3-Cl > CH3-Br > CH3- I
(d) CH3-Cl > CH3-F > CH3-Br >, CH3- I OH H CH 3

Q'.ee& ff.1 BJf i"W B~~ 1il

1. The order of reactivities of the following alkyl halides
for a S N 2 reaction is : [DT 2000]
(M) C~3 - 0
(a) RF> RCI> RBr >RI (b) RF> RBr > RCi> RI
(b) RCI > RBr >RF> RI (d) RI> RBr > RCI > RF
H CH3 OH
2. Idensfy the set of reagents /reaction conditions X and
Yin the following set of transformations: [DT 2002]
(a) mixture of (K) and (L) (b) mixnrre of (K) and (M)
CH 3 -CH 2 -CH 2 Br~P rodu ct~ ,<
(d) only (K)
(c) ,only (M)
CH 3 -1H-C H 3
5. The major product of the following reaction is :
Br Me Br
(a) X = dilute· aqueous NaOH, 20°C, Y =HBr/ac etic F
0$
acid, 20°c PhSNa [IlT 20081
dimethylfon namide
(b) X = concentr ated alcoholic NaOH, 80°C, Y =
HBr/acetic acid, 20°c
(c) X = dilute aqueous NaOH, 20°C, Y =Br 2/CHC1 3 ,
0°C
(d) X = concentr ated alcoholic NaOH, 80°C, Y = B 2/
CHC1 3 , 0°C
3. How many structures of Fis possible? [IIT 2003] (a) (b)

NO2
 11. The synthesis of alkyl fluorides is best accom
plished
[JEE (Ma ins) 2015 ]
by:
(c) I (d) (a) Finkelstein reaction
(b) Swart's reaction
(c) free radical fluorination
N02
(d)Sa ndme yersr eacti on
. ing
6, A solution of (-)-1 -chlo ro-l- phen le th
ane m toluene 12. The increasing order of the reactivity of the follow
racemises slowly in' the Y
. presence of a small amount of halides for the S N1 reaction is :
SbCl 5 due to the formation of : [JEE (Ma in s) 2013 ] CH 3 CH CH 2CH 3 CH 3CH-2CH 2Cl
·b - •,_
()
a car an1vn · (b) carbene r
I
(d) free radical ' , Cl
(c) carbocation (I) (Il)
.
7, Compound (A), C 8 H 9 Br gives a whit p~ec1.pf1tate p-H 3CO- C 6 H 4 -CH 2Cl
when wann ed with alcoh~lic AgNO _ed o·

. 'd 3· XI at1on o (A) (Ill)

gives ~ ac1 (B), _c sH 6 0 4. (B) easily forms anhydride [JEE (Mai ns) 2017 ]
on heatmg. Identify the compound (A). (b) (II) < (III) < (I)
(a) (I)< (III)< (II)
[JEE (Ma ins) 2013 ] (d) (II)< (I)< (III)
(c) (III)< (II)< (I)
ror CH 2Br ~C 2H s ion
13. The major product obtained in the following react
(a) Y (b)~ is: [JEE _(Main s) 2017 ]
Br Br H
CH3 f.;u C H r-BuOK Iii
~ 6 5 D
CH2Br C6Hs C+J

(cl$ (d)
@(
CH2Br
·.

Cff
3
(a) (+)- C 6 H 5CH(O t-Bu )CH 2C 6 H 5
(b) (-) -C 6 H 5CH(Ot -Bu) CH 2C 6 H 5
(c) (±)- C 6 H 5CH(Ot -Bu) CH 2C 6 H 5
CH3 (d)C 6 H 5CH= CHC 6 H 5
of P, :
8. KI in acetone, unde rgoes SN 2 reaction with each 14. The major product of the following reaction is
1
Q, Rand S. The rates o( the reaction vary as : , [JEE (Ma ins) 2019 ]
[JEE (Adv ance d) 2013 ]

11:,C-Cl >-a u Cl
·~ Cl ~
) } I Q

Q (1) Cl2/hv
(2) H20,~
)

(a)P >Q> R >S

0

(~) P > R > Q > S

Q R
"i"
.
r'
C61S> P>R >Q
(d) R > P > S > Q
S
•

• •
·J

( "I,
.¢Cl
Ca)
~
I
2
Cl

~)¢
CHO

9. In S N 2 reactions, the correct or~er of reactivity

for the
following compounds · . . · . - Cl Cl

CH Cl,CH CH Cl,(CH )iCH Cl

3 3 2 3 and (CH 3hCC l is:
[JEE .(Ma ins) 2014 ]
l _
(c)
QOH . (d)
QH
.
' I '-'
(a) CH 3Cl > (CH 3) 2 CHC1 > CH 3CH 2Cl > (CH 3hCC
Cb) CH 3Cl> CH 3CH 2 Cl> (aH 3) 2 CHC l>{C H3hC Cl Cl . - Cl ' )
l
(c) CH 3CH 2Cl,> CH 3Cl> (CH 3 )iCH Cl> (~H3 hCC
l '-15•. Metallic sodium does not react normally with:
(d)(CH 3 )iCH Cl> CH§CH 2Cl> CH 3Cl> (CH3 hCC
- [JEE Mai n (July) 2021 ]
10. The majo'r organic comp ound f~rmed by: the
reaction
(a) gaseous ammonia (b) But-2-yne
of 1,1,1-trichloroetl\ane with silver powder is:
[JEE (Mains) 2014 ) (c) ithrn e ,. ; (d) t~~-butyl alcohol
,,..
(b) Ethene-i
(a) Acetylene
(c) 2-Butyne (d)_ 2-Butene
-~---- __________ :_________ __ ____ ___________ ______ ·____________ ______ -~~~~~-~1!-~~:try Boost~~
16. ~ CO (C6H~nO:z,HBr . p .
Br~ CiOCoF2 (major product)
@'HO CHO & o H
(d) A= B_~ LS) C=
J:
_LS)
Major product P of above reaction, is:
[JEE Main (July) 2021] 19. Which one of the following chemical agent is not being

~
used for dry-cleaning of clothes?
[JEE Main (July) 2021]
(a)
Br~ (a) H 202 (b) CCl4
(c) Liquid CO 2 (d) Cl2C . CC1 2
~
F
(c) (d) . 20. Toe· correct- decreasing order of densities of the
BrA)J ~ Br following compounds is : ·
17. Which of the following compounds will provide a
tertiary alcohol on reaction with excess of CH 3MgBr ·
followed by hydrolysis? [JEE Main (July) 2021] O
~I~
~o~
~Cl~Cl
J; ·
(i) (ii) (iii) (iv)
(a) ~ O r C H 3
[JEE Main (July) 2021]
(a) (iv) > (iii) > (ii) > (i)
~ O C H , C H3 . (b) (iii) > (iv) > (i) > (ii)
(c) (iii) > (ii) > (i) > (iv)
(b) NC C .
(d) (i) > (ii) > (iii) > (iv)
IH
CH 21. Given below are two statements:
0 Statement I: Chlorofluorocarbons breakdown by
radiation in the visible energy region and release
(c)~CH, chlorine gas in the atmosphere which then reacts with
stratospheric ozone.
Statement II: J\1:mpspheric ozone reacts with ni~ c

(d)(Q
0 oxide to give nitrogen and oxygen gases, which add to
the atmosphere.
.
.
,~~r
For the above s~ tgments choose the correct answer
from the options.___giyen below :
0
~ [JEE Main (July) 2021]
18. An organic compound A (C 6 H 6 O) gives dark green
(a) Statement I is-fncorrect but statement II is true
colouration with ferric chloride. On treatment with
CHC1 3 and KOH, followed by acidifi~tion gives (b) Both statement I and II are false
compound B. Compound B can also be obtained from (c) Statement I is correct but statement ·11 is false
compound C on reaction with pyridinium chloro- (d) Both statement I and II are correct
chromate (PCC). Identify A, B and C. 22. Match Llst-1 with Llst-11 :
I
[JEE Main (July) 2021]
OH OH Ust-B
~ O H ~ C H O ~ C H2OH (~~Affected
(a) A~~ B= LS) C= LS) .~ es)
(i) Carbon monoxide (A) Carcinogenic
OH OH
Metabolized by pyrus
(b)A=© &~H
B= lS)
~CHO
C=lS)
(ii) Sulphur dioxide

Polychlorinated
(B)
plants

(iii) (C) Haemoglobin

·
(c)
&~H
A=l.2) B=
~CHO
L2)C=
J:
L2) (iv)
biphenyls
Oxides of nitrogen
✓

(D) Stiffness of flower buds

 It nes/Haloarenes or H, l
ato"!--~----=-=- - - - - .,__.,_.,__ - !'_~~!~ !Jerivative8 1295)
the Correct answer from the.
/P~ ,,~_;;--se .-- - - - - --__,. - -- -- --- -- - ------------'=-"---- - -----=-=-- - - -- - -- - - -- - -- - -- - - -
CbOO [ Options given 2 6. The major product (A) formed in the reaction o· aiven
!Jelow: .. ... JEE Main (July)
20211 b.elow is :
(a)(O - (C), (1~~ - (D), (~) - (A), (iv) _ (B)
(b) (i) _ (D), (!_1) - (A), \~1) - (C), (iv) _ (B) CH3-CH2-C@H-CH2-Br
(c) (i) - (A), (1_1! - (B), (1~~? - (C), (iv) _ (D) . + CH 00 CH30H ► A
(d) (i) - (C~, (n) - (D), ~m) - (B), (iv)- (A) 3 (Major product)

i'· W}tat is Am the followmc¢g

reaction? [JEE Main (August) 2021]

.
. CH2Br
co ~
~
I
[
N8K"'
(a)
CH3-CH2-CH-CH2Br
$ Q
(ii) 0 0H/H2o ► A
(Major product) . OCH3

lNH--e1tz--Q
d
CH,---CH~ CH,
00 00 · . ~

CH3-CH2-CH-CH:z-OH

(c) @
CH3-CH2-CH-CH:z-OCH3

(d) @
27. The correct order of reactivity of the given chlorides
with acetate in acetic acid is:
[JEE Main (August) 2021]
'24, Among the following com~Blliids I-Iv, which one forms

Cf &
a yellow precipitate on reacting sequentially with (i) l Cl ClvCH3vCH2Cl
NaOH (ii) dil. HNO 3 (iii) AgNO 3?
(a) > > ~
> .&
[J81Main (August) 20211
CH3
~~l (Yd~Br cc'-:::::Cl CH3

H
3
N ,
.1, .
Y,
CH3
0~ C H3
I Jfl:) .
-& CH2I
(b)~
(YCH;Cl ~~ ( ' ( C l > ClyyCH3
u y ~
I II III IV CH3
1
(a) II (b) IV (d) Ill (c) I
25, In the following sequence of reactions the P is :
~Cl
LJ +Mg
Dry
ether
► [A] Ethanol ►
.
p
(Major product)
cc)y
('(~rYctt;c1 c1yyctt>

CH3
~ V & 1

[JEE Main (August) 2021]

(""'yQ-CH2CH3
(a)O (b) \_J
~ C H2CH3
(c) LJ (d)o
NEET

1,
11.
~
(c)
2-
12.
~l 13.
[;]·· 14.
~
~
5-
15,
16,16.

* None [ (IV) compound]

JEE

1.

11.

21.
. 2. 1·· 12.

22.
3.

13.

23.
~
~ 24.
14.
10.

20.

NEET carbo-cation, because of its trigonal planar

configuration, is achiral. It reacts with
2. (b) In CH 2 =CH-CL the C-Cl bond has _double nucleophile at equal rates from either side that
bond character due to resonance. It is difficult to leads to the formation of racemic mixture with
break this bond.
+ '
some amount of · th~ -formati.o n isomer
3. (d) C6H 5 CH 2 is _stabilised by .resqn~ce. : Reaction corresponds to inversion.
proceeds ll'! two,steps. 11. (c) These reactions involve substitution of alcohol
hydroxyl group. Because chloride ion is a weaker
4. (b) C 6H 5 CH 2CH 3
. .,. nucleophile than bromide or iodjde ions,
Ale. KOH hydrogen chloQde does not re~ct with primary or
. C6H 5CH.=CH 2 +KCl+H 2 O
secondary alcohols unless zinc chloride or similar

l
7. (a) -N0 2 group is electron withdrawing. This Lewis acid is added to the reaction mixture as
· facilitates nucleophilic substitution reaction. well. Zinc•chtotide, a good Lewis acid, forms a
. . I. complex with the alcohol through association
CH3 with an un·s hared pair of electrons on the oxygen
8. Due to chirality H/ ~'cl atom. This piwides a better leaving group for the
[
reaction than H 20.
C2Hs 1
only compound (iv) will undergo racemisation. R-0: + ZnC12 ~ R--o±--ZnC12
Hence all the options are-incorrect. I I
H H
9. (d) The reaction takes place via the fonnation of
.. ~ t. .. -
benzyJ intennediate which is stable due to the :9: + R-or-ZnC12 ---+ :9-R + [Zn(OH)Cl2l
dispe_rsa..I_ of positive charge in the ring. The
reaction IS H
[Zn(OH)CI 2 r + H+ ~ ZnC1 2 + H 0
2
CH=CH-CH3 12 • Cb) (I) is an elimination reaction. It involves
breaking of two o bonds and formation of one 1C
bond.