Chapter 24

Haloalkanes and Haloarenes

1. The number of stereoisomers possible for a 6. How many chiral compounds are possible on
compound of the molecular formula CH3 – CH = CH monochlorination of 2–methyl butane?
– CH(OH) – Me is [AIEEE-2009] [AIEEE-2012]
(1) 2 (2) 4 (1) 2 (2) 4
(3) 6 (4) 3 (3) 6 (4) 8
2. Consider the following bromides 7. What is DDT among the following? [AIEEE-2012]
(1) A fertilizer
Me Me
(2) Biodegradable pollutant
Me Br Me (3) Non-Biodegradable pollutant
Br Br
(A) (B) (C) (4) Greenhouse gas
8. A solution of (–) – 1 – chloro – 1 – phenylethane
The correct order of SN1 reactivity is [AIEEE-2010] in toluene racemises slowly in the presene of a
(1) A > B > C (2) B > C > A small amount of SbCl5, due to the formation of
[JEE (Main)-2013]
(3) B > A > C (4) C > B > A
(1) Carbanion (2) Carbene
3. Out of the following, the alkene that exhibits optical
isomerism is [AIEEE-2010] (3) Carbocation (4) Free radical

(1) 2-methyl-2-pentene (2) 3-methyl-2-pentene 9. Compound (A), C8H9Br, gives a white precipitate
when warmed with alcoholic AgNO3. Oxidation of
(3) 4-methyl-1-pentene (4) 3-methyl-1-pentene (A) gives an acid (B), C8H6O4. (B) easily forms
4. The change in the optical rotation of freshly anhydride on heating. Identify the compound (A).
prepared solution of glucose is known as [JEE (Main)-2013]
[AIEEE-2011] CH2Br
C2H5
(1) Mutarotation (2) Tautomerism
(1) (2)
(3) Racemisation (4) Specific rotation
Br
CH3
5. Consider thiol anion (RS ) and alkoxy anion CH2Br
(RO ) . W hich of the following statement is CH2Br
correct? [AIEEE-2011] (3) (4)
CH3
(1) RS is more basic but less nucleophilic than CH3
RO 10. In SN2 reactions, the correct order of reactivity for
the following compounds
(2) RS is less basic and less nucleophilic than
CH3Cl, CH3CH2Cl, (CH3)2CHCl and (CH3)3CCl is
RO
[JEE (Main)-2014]
(3) RS is less basic but more nucleophilic than (1) CH3Cl > (CH3)2CHCl > CH3CH2Cl > (CH3)3CCl
RO (2) CH3Cl > CH3CH2Cl > (CH3)2CHCl > (CH3)3CCl
(4) RS is more basic and more nucleophilic than (3) CH3CH2Cl > CH3Cl > (CH3)2CHCl > (CH3)3CCl
RO (4) (CH3)2CHCl > CH3CH2Cl > CH3Cl > (CH3)3CCl

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11. The synthesis of alkyl fluorides is best 15. The increasing order of the reactivity of the following
accomplished by [JEE (Main)-2015] halides for the SN1 reaction is [JEE (Main)-2017]
(1) Free radical fluorination
I. CH 3CHCH 2CH 3
(2) Sandmeyer's reaction
Cl
(3) Finkelstein reaction
II. CH3CH2CH2Cl
(4) Swarts reaction
III. p–H3CO – C6H4 – CH2Cl
12. 2-chloro-2-methylpentane on reaction with sodium
methoxide in methanol yields: [JEE (Main)-2016] (1) (I) < (III) < (II)
(2) (II) < (III) < (I)
CH3
(3) (III) < (II) < (I)
(a) C2H5CH2C OCH3
(4) (II) < (I) < (III)
CH3
16. The major product obtained in the following reaction
(b) C2H5CH2C is [JEE (Main)-2017]
CH2

CH3 Br
H
t-BuOK
(c) C2H5CH C CH3 C6H5
'
C6H5
(+)
CH 3

(1) (a) and (c) (2) (c) only (1) (+)C6H5CH(OtBu)CH2C6H5

(3) (a) and (b) (4) All of these (2) (–)C6H5CH(OtBu)CH2C6H5
13. The absolute configuration of (3) (±)C6H5CH(OtBu)CH2C6H5
(4) C6H5CH = CHC6H5
CO2H
H OH 17. 3-Methyl-pent-2-ene on reaction with HBr in
H Cl presence of peroxide forms an addition product.
The number of possible stereoisomers for the
CH3
product is [JEE (Main)-2017]

is [JEE (Main)-2016] (1) Two (2) Four

(1) (2S, 3R) (2) (2S, 3S) (3) Six (4) Zero
(3) (2R, 3R) (4) (2R, 3S) 18. The major product of the following reaction is
14. The product of the reaction given below is
Br
1. NBS/hQ
NaOMe
X MeOH
2. H2O/K2CO3 [JEE (Main)-2016]

[JEE (Main)-2018]

OH O
OMe
(1) (2) (1) (2)

CO2H OMe
(3) (4) (3) (4)

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19. The major product of the following reaction is Cl

(i) Br 2
[JEE (Main)-2019]
(ii) EtOH (1) (2)
OH O
Br OEt
OEt
(1) (2) OH Cl

(3) (4)
OEt OEt
OEt Br O O
(3) (4)
23. Which of the following compounds will produce a
precipitate with AgNO3? [JEE (Main)-2019]
20. The major product of the following reaction is

Br
KOH alc (excess)
' (1) (2)
Ph
Br

[JEE (Main)-2019]

(1) (2) (3) (4)

Ph
Ph

24. The increasing order of reactivity of the following

(3) (4) compounds towards reaction with alkyl halides
Ph directly is
Ph
O O
21. The major product of the following reaction is
NH2 NH
CH3
OH
(i) aq.NaOH O
[JEE (Main)-2019] (A) (B)
(ii) CH 3I

CN NH2
CH3 NH2
CH3
OCH3 OH
(1) (2)
CH 3 (C) (D)
CH3 CH3 [JEE (Main)-2019]
OH OH (1) (A) < (B) < (C) < (D) (2) (B) < (A) < (C) < (D)
(3) (4) (3) (B) < (A) < (D) < (C) (4) (A) < (C) < (D) < (B)
CH 3 25. The major product of the following reaction is
CH 3
CH2CH3
22. The major product of the following reaction is

Cl NaOEt
H3C C Cl 
'
o
(i) HBr
[JEE (Main)-2019]
(ii) alc.KOH
COOCH2CH3
O
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[JEE (Main)-2019] 28. The major product of the following reaction is

(1) CH3CH2C= CH2 OH
1. PBr3
2. KOH (alc.)
CO2CH2CH3
O
OCH2CH3 [JEE (Main)-2019]

(1) (2)
(2) H3C H2C C CO2CH2CH3
HO O

CH3 HO
(3) (4)
CH2CH3
O O
29. The major products A and B for the following
(3) H3C reactions are, respectively
C OCH2CH3
O
I
KCN H2/Pd
COOCH2CH3 [A] [B]
DMSO

CO2CH 2CH 3 [JEE (Main)-2019]

(4) CH 3C = CHCH 3 O O
26. The major product of the following reaction is: CN CH2NH2
(1) ;
CH3

(1) Cl 2/h Q CN CH2 NH2

HO HO
(2) H 2O, ' [JEE (Main)-2019] I I
Cl
(2) ;

CHCl 2 CO2H
HO CN HO CH2 NH2
I H
(1) (2)
(3) ;
Cl Cl
O OH
CHO CH2OH CN CH2NH2
;
(3) (4) (4)
30. Increasing order of reactivity of the following
Cl Cl compounds for SN1 substitution is
27. The major product of the following reaction is [JEE (Main)-2019]
t
O (1) BuOK CH3
(2) Conc.H2SO4/' CH2 Cl
Cl H3C Cl
CH3
[JEE (Main)-2019] (A) (B)

O O
(1) (2) Cl Cl

O H3CO
O
(C) (D)
(3) (4) (1) (B) < (C) < (A) < (D) (2) (B) < (C) < (D) < (A)
(3) (B) < (A) < (D) < (C) (4) (A) < (B) < (D) < (C)

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31. W hich of the following potential energy (PE) 33. Increasing rate of SN1 reaction in the following
diagrams represents the SN1 reaction? compounds is :
[JEE (Main)-2019] I I
MeO
(1) (A) (B)
PE
I I

(C) (D)
Progress of reaction H3C H3CO
[JEE (Main)-2019]
(2) (1) (B) < (A) < (C) < (D) (2) (A) < (B) < (D) < (C)
(3) (B) < (A) < (D) < (C) (4) (A) < (B) < (C) < (D)
PE
34. The major product ‘Y’ in the following reaction
is :
Progress of reaction
Cl EtONa HBr
Heat
X Y
(3)
[JEE (Main)-2019]
PE (1) HO (2) Br

Progress of reaction
Br
(3) (4)
(4) Br
35. The increasing order of nucleophilicity of the following
PE nucleophiles is :
(a) CH3CO2 (b) H2O
Progress of reaction
(c) CH3SO3 (d) OH
32. The major product of the following reaction is : [JEE (Main)-2019]
CH3 (1) (d) < (a) < (c) < (b) (2) (b) < (c) < (d) < (a)
CH3OH
CH3 C CH CH3 (3) (a) < (d) < (c) < (b) (4) (b) < (c) < (a) < (d)
H Br [JEE (Main)-2019] 36. The major product(s) obtained in the following
reaction is/are
CH3
t
(i) KO Bu
(1) CH3 C CH2CH3
(ii) O3/Me 2S
OCH3
Br
CH3 [JEE (Main)-2019]
(2) CH3 C CH CH3
CHO and OHC–CHO
H OCH3 (1) OHC
t
CH3 O Bu
(3) CH3 (2) OHC
C CH CH2
CHO
H
(3) OHC CHO
CH3
(4) CH3 C CH CH3 (4) OHC
CHO

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37. An ‘Assertion’ and a ‘Reason’ are given below. 41. For the following reactions
Choose the correct answer from the following
options :
Assertion (A) : Vinyl halides do not undergo
nucleophilic substitution easily.
Reason (R) : Even though the intermediate
where,
carbocation is stabilized by loosely held S-
electrons, the cleavage is difficult because of
strong bonding. [JEE (Main)-2019]
(1) Both (A) and (R) are correct statements and
(R) is the correct explanation of (A).
(2) Both (A) and (R) are correct statements but (R) ks and ke, are, respectively, the rate constants for
is not the correct explanation of (A).
ks
(3) Both (A) and (R) are wrong statements. substitution and elimination, and P ,
k e the
(4) (A) is a correct statement but (R) is a wrong
correct option is _________ . [JEE (Main)-2020]
statement.
(1) PB > PA and ke(A) > ke(B)
38. Which one of the following is likely to give a
precipitate with AgNO3 solution? (2) PA > PB and ke(A) > ke(B)
[JEE (Main)-2019] (3) PB > PA and ke(B) > ke(A)
(1) CH2 = CH – Cl (2) CHCl3 (4) PA > PB and ke(B) > ke(A)
(3) CCl4 (4) (CH3)3CCl 42. The decreasing order of reactivity towards
dehydrohalogenation (E1) reaction of the following
39. Consider the following reactions :
compounds is
conc.H SO
(a) CH3 3
CCH OH CH3 
2 4

o (A) Cl (B) Cl

alc.KOH
(b) CH3 2
CHCH Br CH3  o
(C) (D)
CH3 3 O9– K †
(c) CH3 CHCH Br CH3 o Cl Cl
2
[JEE (Main)-2020]
'
(d) (CH3 )2C – CH2 – CHO (1) B > A > D > C
|
OH (2) B > D > A > C
Which of these reaction(s) will not produce Saytzeff (3) B > D > C > A
product ? [JEE (Main)-2020]
(4) D > B > C > A
(1) (a), (c) and (d) (2) (c) only
43. Which of the following reactions will not produce a
(3) (b) and (d) (4) (d) only racemic product? [JEE (Main)-2020]
40. The major product of the following reaction is HBr
(1) CH3CH2CH=CH 2
CH3O
(1) Cl2/CCl4 H3C
HCl
(2) AlCl 3(anhyd.) (2)
Cl Cl
CH3
(1) CH3O (2) CH3O CH 3
HCl
(3) CH3—C—CH=CH 2
(3) CH3O (4) CH3O H
O
Cl HCN
Cl (4) CH3—C CH2 CH3

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CHEMISTRY ARCHIVE - JEE (Main)

44. Which of the following compunds will show retention 48. The decreasing order of reactivity of the following
in configuration on nucleophic substitution by OH– compounds towards nucleophilic substitution (SN2)
ion? [JEE (Main)-2020] is
(1) CH3 CH3 Br (2) CH3 CH Br CH2Cl CH2Cl
C6 H 5 CH3 NO 2

NO 2
Br
(I) (II)
(3) CH3 CH CH2Br (4) CH3 C H
C2H5 C6H13 CH 2Cl
CH 2Cl
45. The major product obtained from E2 – elimination
of 3-bromo-2-fluoropentane is [JEE (Main)-2020]
NO 2
Br NO 2 O2N NO2
(III) (IV)
(1) CH 3 CH2 – CH – CH = CH 2

F [JEE (Main)-2020]
(2) CH3 – CH = CH – CH – CH 3 (1) (II) > (III) > (IV) > (I) (2) (II) > (III) > (I) > (IV)
(3) CH3CH 2CH = C – F (3) (III) > (II) > (IV) > (I) (4) (IV) > (II) > (III) > (I)

CH 3
49. The major product in the following reaction is
I
Br
t  BuOH
   
o
(4) CH 3 – CH 2 – C = CH – CH 3 H eat

46. The mechanism of SN1 reaction is given as [JEE (Main)-2020]

Y
R– X R X R X R –Y + X Ot-Bu
Ion pair Solvent
Separated ion
pair (1) (2)
A student writes general characteristics based on
the given mechanism as
(a) The reaction is favoured by weak nucleophiles. (3) (4)
(b) R would be easily formed if the substituents
are bulky. 50. The decreasing order of reactivity of the following
(c) The reaction is accompanied by racemization. organic molecules towards AgNO3 solution is
(d) The reaction is favoured by non-polar solvents.
Which observations are correct? Cl
Cl
[JEE (Main)-2020]
(1) (b) and (d) (2) (a) and (c)
OMe
(3) (a) and (b) (4) (a), (b) and (c) (A) (B)
47. Which of the following compounds produces an
optically inactive compound on hydrogenation? CH3CHCH 3 CH 3CHCH 2NO 2
[JEE (Main)-2020]
Cl Cl
H CH3 (C) (D)
H CH 3
(1) (2) [JEE (Main)-2020]
(1) (B) > (A) > (C) > (D)

CH 3 H CH3 (2) (A) > (B) > (D) > (C)

H
(3) (4) (3) (A) > (B) > (C) > (D)
(4) (C) > (D) > (A) > (B)
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51. Which of the following compounds will form the 55. For the given reaction :
precipitate with aq. AgNO3 solution most readily?
[JEE (Main)-2020] CH2 CH3 'A'
Br2 (Majorr product)
Br UV light monob brominated
CN
N
(1) O Br (2)
What is ‘A’? [JEE (Main)-2021]

CH2 CH3 CH2CH3

Br Br
N
N
(1) (2)
Br
CN Br CN
(3) (4)
CH2 CH3 Br
OCH 3 CH3
CH
52. The number of chiral carbons present in the molecule (3) (4)
CN
given below is ______.
Br CN

N 56. Identify A in the given reaction,

H O OH

C SOCl
2 l A (major product)
H3 C ¶¶¶¶
CH3
HO
N HO CH2OH
[JEE (Main)-2020]
[JEE (Main)-2021]
53. The total number of monohalogenated organic
products in the following (including stereoisomers) OH Cl

reaction is ______.
A (i) H /Ni/ ' (1) (2)
 2
(ii) X / '
o
2
OH CH2Cl OH CH2OH
(Simplest optically
active alkene) [JEE (Main)-2020] Cl OH

54. The product formed in the first step of the reaction

Br (3) (4)
of CH3 – CH2 – CH – CH 2 – CH – CH 3 with excess Cl CH2Cl Cl CH2Cl

Br 57. Match List-I with List-II

Mg/Et2O(Et = C2H5) is: List-I List-II
[JEE (Main)-2021] Cl
+ –
MgBr N2 Cl
(a) Cu 2Cl 2 +N 2 (i) Wurtz reaction
(1) CH3 CH2 – CH – CH 2 – CH – CH 3
Cl
MgBr + –
N2 Cl
(b) Cu/HCl +N2 (ii) Sandmeyer
(2) CH3 – CH 2 – CH – CH 2 – CH – CH 3
CH3 – CH – CH2 – CH – CH2 – CH3 reaction

CH2 (c) 2CH3CH2Cl+2Na (iii) Fittig reaction

(3) CH3 – CH Ether
CH – CH3 o C2H5 – C2H5 + 2NaCl

(4) CH3 – CH 2 – CH – CH 2 – CH – CH 3 (d) 2C6H5Cl + 2Na (iv) Gatterman

Ether C6H5 – C6H5 + 2NaCl reaction
CH3 – CH 2 – CH – CH 2 – CH – CH 3 o

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CHEMISTRY ARCHIVE - JEE (Main)

Choose the correct answer from the options given 60. Given below are two statements :
below [JEE (Main)-2021] Statement I : C2H5OH and AgCN both can generate
(1) (a)-(iii); (b)-(iv); (c)-(i); (d)-(ii) nucleophile.

(2) (a)-(ii); (b)-(iv); (c)-(i); (d)-(iii) Statement II : KCN and AgCN both will generate
nitrile nucleophile with all reaction conditions.
(3) (a)-(iii); (b)-(i); (c)-(iv); (d)-(ii)
Choose the most appropriate option.
(4) (a)-(ii); (b)-(i); (c)-(iv); (d)-(iii)
[JEE (Main)-2021]
58. H3C OH (1) Statement I is true but statement II is false
20% H 3PO 4
“A” , (2) Statement I is false but statement II is true
358 K
(Major Product)
(3) Both statement I and statement II are true
H 3C Cl (4) Both statement I and statement II are false
–
(CH 3)3CO K+ 61. In the given reaction 3-Bromo-2,2-dimethyl
“B”
(Major Product)
butane 
C2H5 OH 'A'
o (Major Product)
The products “A” and “B” formed in above reactions
are [JEE (Main)-2021] [JEE (Main)-2021]
(1) 1-Ethoxy-3,3-dimethyl butane.
CH 2 CH3
(2) 2-Hydroxy-3,3-dimethyl butane.
(1) A — B— (3) 2-Ethoxy-2,3-dimethyl butane.
(4) 2-Ethoxy-3,3-dimethyl butane.
CH 2 CH 2
(i) (C6H 5CO)2 O2, HBr
(2) A — P
B— 62. (ii) CoF2
Br

CH 3 CH 2 Major product P of above reaction, is

[JEE (Main)-2021]
(3) A — B—

F
CH 3 CH3
(1)
(4) A — B— F

59. The correct pair(s) of the ambident nucleophiles is

(are): [JEE (Main)-2021]
(2)
F
(A) AgCN/KCN Br
(B) RCOOAg/RCOOK
F
(C) AgNO2/KNO2
(3)
(D) AgI/KI
Br
(1) (B) and (C) only F
(2) (B) only

(3) (A) only

(4)
(4) (A) and (C) only
Br
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63. Presence of which reagent will affect the 67. The major product (A) formed in the reaction given
reversibility of the following reaction, and change it below is : [JEE (Main)-2021]
to a irreversible reaction
CH3 – CH 2 – CH – CH 2 – Br
hv
ZZZZZZZX
CH4  I2 YZZZZZZZ CH3  I  HI CH 3OH
Re versible + CH3O A
(Major
[JEE (Main)-2021] product)

(1) Dilute HNO2 (2) Liquid NH3

CH3 – CH2 – CH – CH2 Br
(3) HOCl (4) Concentrated HIO3
64. Among the following compounds I-IV, which one (1)
forms a yellow precipitate on reacting sequentially
with (i) NaOH (ii) dil. HNO3 (iii) AgNO3? OCH3

Cl Cl Cl Cl CH3 – CH 2 – C = CH2

H3C CH3 CH2I

(2)
CH3
I II III IV

CH3 – CH2 – CH – CH 2 – OH
[JEE (Main)-2021]
(1) III (2) II (3)
(3) IV (4) I
65. The number of stereoisomers possible for CH3 – CH2 – CH – CH2 – OCH3
1, 2-dimethyl cyclopropane is : [JEE (Main)-2021]
(4)
(1) Two (2) Three
(3) One (4) Four
68. The correct order of reactivity of the given chlorides
66. In the following sequence of reactions the P is : with acetate in acetic acid is : [JEE (Main)-2021]

Cl CH 3
+ Mg
dry
[A]
ethanol
P Cl Cl CH2Cl Cl CH3
ether (1) > > >

[JEE (Main)-2021] CH 3

CH 3
(1) Cl CH2Cl Cl CH3 Cl
(2) > > >

CH 3
O – CH2CH3
(2)
CH 3
Cl Cl Cl CH 3 CH 2Cl
(3) > > >

(3) CH3

CH3
CH 2CH 3 CH2Cl Cl Cl Cl CH3
(4) > > >
(4)
CH3

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69. The major product of the following reaction is 72. The correct order of the following compounds
showing increasing tendency towards nucleophilic
CH3 substitution reaction is : [JEE (Main)-2021]
Cl
NaOH
Major product
C2H5OH Cl Cl Cl Cl
NO2 O2 N NO2
[JEE (Main)-2021]

CH3 CH3
NO2 NO 2 NO2
OH
(1) (2) (i) (iii) (iii) (iv)
HO
(1) (iv) < (i) < (ii) < (iii)
CH3 CH3
(3) (4) (2) (iv) < (i) < (iii) < (ii)
HO
(3) (iv) < (iii) < (ii) < (i)
70. For the following sequence of reactions, the correct (4) (i) < (ii) < (iii) < (iv)
products are :
73. The major product of the following reaction is:
1. Br2/Fe/ '
2. Mg/dy ether
Products
3. CH3OH

[JEE (Main)-2021]

H OCH 3

(1) + Mg

Br

OCH3

+ HMgBr [JEE (Main)-2022]

(2)

Br H
+ Mg
(3)
OCH3
(1) (2)

CH3 OH

(4) + Mg

Br

71. The stereoisomers that are formed by electrophilic

addition of bromine to trans-but-2-ene is/are :
[JEE (Main)-2021]
(1) 1 racemic and 2 enantiomers (3) (4)
(2) 2 identical mesomers
(3) 2 enantiomers
(4) 2 enantiomers and 2 mesomers
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74. Product ‘A’ of following sequence of reactions is 77. Two isomers (A) and (B) with Molar mass 184 g/
mol and elemental composition C, 52.2%; H, 4.9

(a) Br , Fe
2  o 'A' % and Br 42.9% gave benzoic acid and p-
Ethylbenzene (b) Cl , '
2 Major Product bromobenzoic acid, respectively on oxidation with
(c) alc. KOH
KMnO4. Isomer ‘A’ is optically active and gives a
[JEE (Main)-2022] pale yellow precipitate when warmed with alcoholic
AgNO3. Isomers ‘A’ and ‘B’ are, respectively

[JEE (Main)-2022]

(1) (2)

(1)

(3) (4)

75. Which one of the following compounds is inactive (2)

towards SN1 reaction? [JEE (Main)-2022]

(1)

(2)
(3)

(3)

(4)

(4)

78. The total number of monobromo derivatives formed

76. The major product of the following reaction
by the alkanes with molecular formula C5H12 is
contains______bromine atom(s). (excluding stereo isomers)____.
[JEE (Main)-2022]

79. Total number of isomers (including stereoisomers)

obtained on monochlorination of
methylcyclohexane is____.

[JEE (Main)-2022]
[JEE (Main)-2022]
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83.
80.

Considering the above reactions, the compound ‘A’

and compound ‘B’ respectively are :
In the above reaction product B is:
[JEE (Main)-2022]
Product B is
(1)
[JEE (Main)-2022]

(2)

(3)
(1) (2)
(4)

84. Compound ‘A’ undergoes following sequence of

reactions to give compound ‘B’. The correct
structure and chirality of compound ‘B’ is

(3) (4) [where Et is –C2H5]

(i)Mg,Et O
 2
(ii)D O
oB
2

81. Optical activity of an enantiomeric mixture is

+12.6° and the specific rotation of (+) isomer is Compound ‘A’
+30°. The optical purity is _______%. [JEE (Main)-2022]
[JEE (Main)-2022]
82. Identify the correct statement for the below given (1)
transformation.

CH3 – CH 2 – CH 2 – CH– CH 3  
C H ONa
 
2 5
o A  B
(2)
I C H OH
2 5 Major Minor
† N(CH 3 )3

[JEE (Main)-2022] (3)

(1) A-CH3CH2CH=CH–CH3, B-CH3CH2CH2CH =

CH2, Saytzeff products (4)

(2) A-CH3CH2CH=CH–CH3, B-CH3CH2CH2CH = 85. The correct order of nucleophilicity is

CH2, Hofmann products [JEE (Main)-2022]

(3) A-CH3CH2CH2CH=CH2, B-CH3CH2CH = <<

(1) F– > OH– (2) H2 O > OH–
<<
CHCH2, Hofmann products

(4) A-CH3CH2CH2CH=CH2, B-CH3CH2CH = <<

(3) ROH > RO
–
(4) NH2 ! NH3
<<
CHCH3, Saytzeff products

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86. Total number of possible stereoisomers of dimethyl

cyclopentane is _______.
[JEE (Main)-2022]
Statement II: is mirror image
87. The number of chiral alcohol(s) with molecular
formula C4H10O is ____.
[JEE (Main)-2022]
88. Given below are two statements. of above compound A.
In the light of the above statement, choose the
most appropriate answer from the options given
below. [JEE (Main)-2022]
(1) Both Statement I and Statement II are correct.
Statement I: The compound is
(2) Both Statement I and Statement II are
incorrect.
optically active. (3) Statement I is correct but Statement II is
incorrect.
(4) Statement I is incorrect but Statement II is
correct.

‰‰‰

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