Q. No. 3 Which of the following has the highest normal boiling point?

Option 1 Iodobenzene
Option 2 Bromobenzene
Option 3 Chlorobenzene
Option 4 Fluorobenzene
Correct Answer 1
Explanation As the size of the halogen atom increase van der waal forces increases, boiling point
increases. Size of the halogen D mass D density.

Q. No. 4 Which of the following are arranged in the decreasing order of dipole moment?
Option 1 CH3 Cl,CH3Br,CH3F
Option 2 CH3 Cl,CH3F,CH3Br
Option 3 CH3Br,CH3Cl,CH3F
Option 4 CH3Br,CH3F,CH3 Cl
Correct Answer 2
Explanation acc to EN P of R ­ F > R ­ Cl . But due to the small size. F­ ion cannot accommodate the ­
ve charge. So less polar they R ­ Cl .

Q. No. 5 Assertion: The carbon halogen bond in an aryl halide is shorter than the carbon
halogen bond in all alkyl halide.
Reason: A bond formed of an sp3 orbital should be shorter than the corresponding
bond involving an sp2 orbital.
Option 1 If both assertion and reason are correct and reason is the correct explanation of
assertion.
Option 2 If both assertion and reason are true but reason is not the correct explanation of
assertion.
Option 3 If assertion is true but assertion is false.
Option 4 If reason is true but assertion is false.
Correct Answer 3
Explanation bond of aryl halide is shorter than the C ­ X bond of an alkyl halide, due to the +M
effect of ­X which forms a partial double bond.

Q. No. 7 Assertion: Alkyl iodide can be prepared by treating alkyl chloride/bromide with NaI in
acetone.
Reason: NaCI/NaBr are soluble in acetone while NaI is not.
Option 1 If both assertion and reason are correct and reason is the correct explanation of
assertion.
Option 2 If both assertion and reason are true but reason is not the correct explanation of
assertion.
Option 3 If assertion is true but assertion is false.
Option 4 If reason is true but assertion is false.
Correct Answer 3
Explanation NaCl/NaBr (ionic) are insoluble in

(non corlless polar).

Q. No. 8 The number of possible enantiomeric pairs that can be produced during
monochlorination of 2­methyl butane is :
Option 1 3
Option 2 4
Option 3 2
Option 4 1
Correct Answer 3
Explanation

i and iii having a chiral carbon (*),

? each chiral molecular can produce a pair of enantiomers (R and S).

Q. No. 9

Option 1

Option 2

Option 3

Option 4

Correct Answer 2
Explanation
 Anti addition.

Passage Text Addition of X2 on alkene is electrophilic addition reaction. Reaction proceed through
the formation of 3­membered cyclic halonium ion. Nucleophile X ­ attacks from
backside of cyclic halonium ion hence total reaction is anti addition reaction. If this
reaction proceed in polar solvent then solvent itself acts as nucleophile.

Mechanism :

Q. No. 10 Which of the following statements is incorrect?

Option 1 Symmetrical trans alkene gives 2 products on reaction with Br 2/CCl4
Option 2 Symmetrical cis alkene gives 2 product on reaction with Br 2/CCl4
Option 3 Trans alkenes give erythro product
Option 4 Cis alkenes gives thero product
Correct Answer 3
Explanation cis ­ Anti addition o racemic
trans ­ Anti addition o meso
TAM

Q. No. 11

Option 1

Option 2
Option 3

Option 4

Correct Answer 2
Explanation More substituted alkene is more reactive.

Q. No. 12

Option 1

Option 2

Option 3

Option 4

Correct Answer 4
Explanation Addition of X2 to an alkene in electrophilic addition (Anti), if polar solvent is taken,
solvent itself acts as a nucleophile.

Q. No. 13 How many of the following reaction, leads to the formation of diastereomers.
Correct Answer b, d, e, f.
Is Integer Type ☒
Explanation Products of those runs will have two chiral centres.
An org. compounds should have at least two chiral centres to produce diasteromers.

Q. No. 14 When but ­3­en­ol reacts with aq. HBr, the product formed is
Option 1 3 ­ bromobut ­ 1 ­ ene
Option 2 1 ­ bromobut ­ 2 ­ ene
Option 3 A mixture of both a and b
Option 4 2 ­ bromobut ­ 2 ­ ene
Correct Answer 3
Explanation

Q. No. 15 Match the Following

No. Column A Column B Column C Id of Additional
Answer
1 HBr.RCOOR Anti­
CH3 CH = CH2  o
Markovnikov’s
addition
2 HBr Markovnikov’s
CH3CH = CH2 o
addition
3 NBS,hv Side chain
C 6H5 CH3 o
substitution
4 Br /FeBr3 Aromatic
C 6H5 CH3  o
substitution
Explanation Go through the hydrocarbon’s properties.

Q. No. 16 Which of the following reactions involve free radical as intermediate?

Option 1 ☐
Option 2 ☒
Option 3 ☒
Option 4 ☒

Explanation a ­ Aromic electrophilic substitution.

Q. No. 17 Assertion: Chlorination of Allylic hydrogen is difficult than vinylic hydrogen.

Reason: Allyl radical is stabilized by resonance.
Option 1 If both assertion and reason are correct and reason is the correct explanation of
assertion.
Option 2 If both assertion and reason are true but reason is not the correct explanation of
assertion.
Option 3 If assertion is true but assertion is false.
Option 4 If reason is true but assertion is false.
Correct Answer 4
Explanation Chlorination of Allylic hydrogen is easy as it form allyl radical (more ­ stable)

Q. No. 18 Acetone
Assertion: CH3 ­ CH2 ­ Cl + NaI    o CH3 ­ CH2 ­ I + NaCl p
Reason: Acetone is polar protic solvent and solubility order of sodium halides
decreases dramatically in order NaI > NaBr > NaCl . The last being virtually insoluble in
this solvent and a 10 and 20 chloro alkane in acetone is completely driven to the side of
Iodoalkane by the precipitation.
Option 1 If both assertion and reason are correct and reason is the correct explanation of
assertion.
Option 2 If both assertion and reason are true but reason is not the correct explanation of
assertion.
Option 3 If assertion is true but assertion is false.
Option 4 If reason is true but assertion is false.
Correct Answer 3
Explanation

Q. No. 19

Option 1

Option 2

Option 3

Option 4

Correct Answer 1
Explanation

Form through benyl C † .

Q. No. 20

Stereochemistry of the product are :

Option 1 Diastereomers
Option 2 Meso
Option 3 Racemic mixture
Option 4 Pure enantiomers
Correct Answer 3
Explanation cis + trans addition o Racemic mixture .

Q. No. 21 An organic compound C3H7Br(A) with alcoholic KOH forms C3H6 which decolorizes Br2
in CCl4 but does not gives a white precipitate with ammonical AgNO 3. (A) on reaction
with KCN forms a product which on reduction with Na/C 2H5OH produces n­butyl
amine. Hence, the compound (A) is
Option 1 n­propyl bromide
Option 2 isopropyl bromide
Option 3 1, 1­dibromopropane
Option 4 none of these
Correct Answer 1
Explanation Follow retro synthesis
Start with the final product

It is an alkene, has no acidic ‘H’.

Q. No. 22 A compound ‘A’ has molecular formula C5H9Cl. It does not react with bromine in CCl4.
On treatment with strong base, it produces single ‘B’ (C 5H8) and reacts with Br2(aq).
Ozonolysis of ‘B’ produces a compound C5H8O2. Which of the following is structure of
A?
Option 1

Option 2

Option 3

Option 4

Correct Answer 2
Explanation

An unsaturated
Alkyl halide, but do not react with Cl2 means, it is saturated compound isomers an
Q. No. 23

Mark out the possible product.

Option 1 ☒

Option 2 ☒

Option 3 ☐

Option 4 ☐

Explanation Ring expansion and direct substitution.

Q. No. 24 Which of the following pair is correctly matched?

Option 1 Reaction Product ☒
RX + AgCN RNC
Option 2 RX + KCN RCN ☒
Option 3 RX + KNO2 ☐

Option 4 RX + AgNO2 R ­ O­N=O ☐

Explanation

Q. No. 25 Assertion: Treatment of chloromethane with a saturated solution of AgCN gives ethyl
isocyanides as the major product.
Reason: Cyanide (CN­) is an ambident nucleophile.
Option 1 If both assertion and reason are correct and reason is the correct explanation of
assertion.
Option 2 If both assertion and reason are true but reason is not the correct explanation of
assertion.
Option 3 If assertion is true but assertion is false.
Option 4 If reason is true but assertion is false.
Correct Answer 2
Explanation Correct reason for assertion:
AgCN is a covalent compound in switch connecting atom is ‘N’ C { N ­ .

Q. No. 26 Choose the correct statement(s) about the following reaction.

I. The major product of the reaction is butyl­methyl ether.

II. The major product of the reaction is 1­butene.
III. The major product is formed by S 2 reaction mechanism.
N
IV. The major product is followed by E2 reaction mechanism.
Option 1 I + III
Option 2 II + IV
Option 3 I + IV
Option 4 IV
Correct Answer 1
Explanation

Q. No. 27 The major substitution product of the following reaction is

Option 1

Option 2

Option 3

Option 4

Correct Answer 4
Explanation S ­ inversion of configuration.
N2

Q. No. 28 Consider the following reaction

X and Y are respectively

Option 1 Both nitroethane
Option 2 Both ethyl nitrite (EtONO
Option 3 X = EtONO and Y = EtNO2
Option 4 X = EtNO2 and Y = EtONON
Correct Answer 3
Explanation

Q. No. 29 Alkyl halides react with dialkyl copper reagents to give

Option 1 Alkenes
Option 2 Alkyl copper halides
Option 3 Alkanes
Option 4 Alkenyl Halides
Correct Answer 3
Explanation Corey ­ House synthesis.
Used to prepare unsymmetrical alkanes (add no. alkanes).

Q. No. 30 What would be the product formed when 1­Bromo­3­chloro cyclobutane reacts with
two equivalents of metallic sodium in ether
Option 1

Option 2

Option 3

Option 4

Correct Answer 4
Explanation (internal Wurtz r u n )

Q. No. 31 Which of the following alkanes cannot be synthesized by the Wurtz reaction in good
yield?
Option 1 ☒
Option 2 ☒
Option 3 ☐
Option 4 ☒
Explanation Wurtz r u n is preferred to prepare symmetrical alkanes (even no.)

Q. No. 32 Which of the following alkyl halides is not suitable for Corey­House synthesis of
alkanes?
Option 1 CH3I
Option 2
Option 3

Option 4

Correct Answer 4
Explanation Smaller (10 and 20) alkyl halides are preferred in Corey ­ House synthesis, as the 30 ­
Alkyl halides gives elimination product.

Q. No. 33 Match the column :

No. Column A Column B Colum Id of
Wurtz Reaction Number of nC Additio
dimerizatio nal
n product Answer
1 CH3 ­ Cl 
Na
 o 1
dyether
2 CH3 ­ Cl + CH3 ­ CH2 ­ Cl 
Na
 o 3
dyether
3 CH3 ­ Cl + CH3 ­ CH2 ­ Cl + CH3 ­ CH2 ­ CH2 ­ Cl 
Na
 o 5
dyether
4 H2 C = CH ­ CH = CH ­ CH2 ­ Cl + CH3 ­ CH2 ­ Cl 
Na
 o 6
dyether
Explanation Refer Wurtz reaction

Q. No. 34 Assertion : Wurtz’s coupling reaction of alkyl halide is not suitable for an alkane
containing an odd number of carbons in the parent chain.
Reason : Wurtz’s Coupling reaction involves heating of alkyl halides with sodium
metal in ethereal solution.
Option 1 If both assertion and reason are correct and reason is the correct explanation of
assertion.
Option 2 If both assertion and reason are true but reason is not the correct explanation of
assertion.
Option 3 If assertion is true but assertion is false.
Option 4 If reason is true but assertion is false.
Correct Answer 2
Explanation Wurtz r u n is preferred to prepare symmetrical alkanes (even no.)

Q. No. 35 If an ethereal solution containing 2­chloropentane and chloroethane is heated with

sodium, how many different alkanes would result through Wurtz’s reaction?
Correct Answer 6
Is Integer Type ☒
Explanation Wurtz reaction.

Q. No. 36

Option 1 (CH3)2CHCOCH3
Option 2

Option 3 (CH3)2CHCOCH(CH3)2
Option 4

Correct Answer 2
Explanation

Q. No. 37 i CH MgBr 2 mol conc. H SO

3
CH3CN 
† o A 
2 4o B, A andB are
ii H3O

Option 1

Option 2

Option 3

Option 4

Correct Answer 4
Explanation

Q. No. 38 End product of the following sequence of reaction is

Option 1

Option 2

Option 3

Option 4

Correct Answer 2
Explanation

Q. No. 40 Identify (Z) in the following reaction

Option 1

Option 2

Option 3

Option 4

Correct Answer 1
Explanation

Br good heaving gp.

Q. No. 41 In the given reaction,

(X) may be:

Option 1 ☒

Option 2 ☒

Option 3 ☒

Option 4 ☐

Explanation

Q. No. 42 Which of the following combinations give

Option 1 ☒

Option 2 ☒

Option 3 ☐

Option 4 ☒

Explanation For acid derivatives 2 moles R Mg X is required to produce 30 alcohols, otherwise

reaction stops at the formation of ketone.

Q. No. 43

What can be R in the above reaction sequence?

Option 1 n­propyl ☐
Option 2 n­butyl ☒
Option 3 sec­butyl ☐
Option 4 Isopropyl ☐
Explanation

Q. No. 44

Find out value of ‘X’.

Correct Answer 3
Is Integer Type ☒
Explanation

3 moles of R Mg X is consumed.

Q. No. 45 Which of the following compounds give alcohol on reaction with RMgX?
Option 1 O2 ☒
Option 2 ☒

Option 3 R–O–H ☐
Option 4 ☒

Explanation

? produces alkane.

Q. No. 46

Option 1

Option 2

Option 3
Option 4

Correct Answer 1
Explanation

3 moles of R Mg X is consumed.

Q. No. 47

Option 1

Option 2

Option 3

Option 4

Correct Answer 4
Explanation

Q. No. 48 Match the Following

No. Column A Column B Column C Id of Additional
Answer
1 PhMgBr+

2 PhMgBr+

3 PhMgBr+

4 PhMgBr+

Explanation

Q. No. 49 Total number of RMgX are consumed in the following reaction

Correct Answer 8
Is Integer Type ☐
Explanation

? 1 + 4 + 1 + 2 = 8 mole RMgX

Q. No. 52

Value of x is:
Option 1 2
Option 2 3
Option 3 4
Option 4 5
Correct Answer 1
Explanation
 3 moles of R Mg X is consumed.

? 1 + 4 + 1 + 2 = 8 mole RMgX

Q. No. 53 Replacement of Cl of chlorobenzene to give phenol requires drastic conditions but

chlorine of 2, 4­ dinitrochorobenzene is readily replaced because
Option 1 NO2 make ring electron rich at ortho and para
Option 2 NO2 withdraws e­ from meta positions
Option 3 Denotes e­ at meta position
Option 4 NO2 withdraws e­ from ortho/para positions
Correct Answer 4
Explanation ­ M ­ effect

Q. No. 54 Which chloroderivative of nitrobenzenes among the following would undergo

hydrolysis, most readily with aqueous NaOH?
Option 1

Option 2
Option 3

Option 4

Correct Answer 2
Explanation Aryl halide having EWG – an benzene ring is more reactive.
? ­ M – effect
? ­ M effect can operate through ortho, para positions only.

Q. No. 55 Propyl benzene reacts with bromine in presence of light or heat to give
Option 1

Option 2

Option 3

Option 4

Correct Answer 2
Explanation (Free radical substitution)
Q. No. 56 The reaction of 4­bromobenzyl chloride with NaCN in ethanol leads to
Option 1 4­bromo­2­cyanobenzyl chloride
Option 2 4­cyanobenzyl cyanide
Option 3 4­cyanobenzyl chloride
Option 4 4­bromobenzyl cyanide
Correct Answer 4
Explanation
Alkyl halides > Aryl halides
Due to +M effect of X on benzene ring.

Q. No. 57 Assertion : The presence of nitro group facilitates Nucleophilic substitution reaction in
aryl halides.
Reason : The intermediate carbanion is stabilized due to the presence of the nitro­
group.
Option 1 If both assertion and reason are correct and reason is the correct explanation of
assertion.
Option 2 If both assertion and reason are true but reason is not the correct explanation of
assertion.
Option 3 If assertion is true but assertion is false.
Option 4 If reason is true but assertion is false.
Correct Answer 1
Explanation ­ M effect of NO2 gp

Q. No. 58 Match the Following

No. Column A Column B Column C Id of Additional
Answer
1 Sandmeyer C6H5N2Cl, CuCl/HCl,
reaction heat
2 Balz­Schiemann C6H5Cl, HBF4, heat
reaction
3 Hunsdiecker C6H5COOAg,
reaction Br2/CCl4, heat
4 Finkelstein reaction CH3HC2CH2Br,KI,
Acetone, heat
Explanation Go through the preparation method of Alkyl and Aryl halides

Q. No. 59 Match the Following

No. Column A Column B Column C Id of Additional
Answer
1 Electrophilic
substitution
Cation
intermediate

2 Electrophilic
substitution
Cation
intermediate
3 Nucleophilic
substitution

4 Free radical
substitution

Explanation

C : SN2
20 – R – X
D : free radical substitution

Q. No. 60 Which of the following is (are) true regarding intermediate in the addition­elimination
mechanism of the reaction below?

I. The intermediate is aromatic.

II. The intermediate is resonance stabilized anion.
III. Electron withdrawing group on the benzene ring stabilize the intermediate
Option 1 I only
Option 2 II only
Option 3 I and III
Option 4 II and III
Correct Answer 4
Explanation ­M effect

Q. No. 61 Which is the major product of the reaction of 2, 4– dinitrochlorobenzene with

methylamine?
Option 1

Option 2

Option 3

Option 4

Correct Answer 3
Explanation

Q. No. 62 Arrange the following in increasing order of reactivity in aromatic Nucleophilic

substitution reaction.
Option 1 I < IV < III < II
Option 2 IV < III < I < II
Option 3 I < IV < II < III
Option 4 IV < I < II < III
Correct Answer 2
Explanation Reactivity :­ F > Cl > Br > I
ArSN2
electron with drawing gps (­M) ,
The reactivity
­M operates only at O and P.

Q. No. 63 p­nitrofluorobenzene is more reactive than its meta isomer in S NAr reaction with
CH3ONa because
Option 1 Nitro group from para position is in resonance with lone pair of fluorine. ☐
Option 2 Nitro group from para position stabilizes the benzene carbanion ☒
intermediate.
Option 3 Nitro group from para position exert greater electron withdrawing ☐
inductive effect than from meta position
Option 4 Nitro group from para position gives less steric hindrance than from meta ☒
position to the attack of nucleophile.
Explanation ­M effect of NO2

Q. No. 64 Consider the following SNAr treaction

The correct statement is (are)

Option 1 Cl will be substituted because it is a better leaving group. ☐
Option 2 F will be substituted because nitro from para position facilitate this. ☒
Option 3 After substitution of one halogen, substitution of the second halogen would ☒
become further more difficult.
Option 4 First chlorine and then fluorine would be substituted subsequently. ☐
Explanation Reactivity :­ F > Cl > Br > I
ArSN2
electron with drawing gps (­M) ,
The reactivity
­M operates only at O and P.
­M effect of NO2
Q. No. 69 The use of the product obtained as a result of reaction between acetone and
chloroform is
Option 1 Hypnotic
Option 2 Antiseptic
Option 3 Germicidal
Option 4 Anaesthetic
Correct Answer 1
Explanation

Q. No. 76 When CHCl3 is boiled with NaOH, It gives

Option 1 Formic acid
Option 2 Trihydroxy methane
Option 3 Acetylene
Option 4 Sodium formate
Correct Answer 4
Explanation

Q. No. 78

Option 1 ☒

Option 2 ☒
Option 3 ☒

Option 4 ☒

Explanation

Q. No. 79 Which of the following is missing reagent in the following reaction sequence ?

Option 1 (CH3)3CO­K+, Br2

Option 2 (CH3)3CO­K+, HBr
Option 3 (CH3)3CO­K+, Br2/H2O
Option 4 H2SO4, Br2
Correct Answer 1
Explanation
Q. No. 80 C5H9Cl 
alc.KOH
o B(C5H8 )  3 oC H O O
(CH ) S 5 8 2
A (No isomers) 3 2

p Br2 ,CCl4 p Br2 ,CCl4

Negative test Positive test
Which of the following is the structure of A ?
Option 1

Option 2

Option 3

Option 4

Correct Answer 3
Explanation

Q. No. 81

Product of reaction is :
Option 1

Option 2

Option 3
Option 4

Correct Answer 4
Explanation

Q. No. 82

Find out the structure of ‘A’ :

Option 1

Option 2

Option 3

Option 4

Correct Answer 3
Explanation

Q. No. 83 Which of the following sequence of reagent is best suited for the reaction shown
 below ?

Option 1 (i) CH3MgBr, H3O+ (ii) H+/ ' (iii) HBr/H2O2

Option 2 (i) CH3MgBr, H3O+ (ii) H+/ ' (iii) HBr
Option 3 (i) CH3MgBr, H3O+ (ii) HBr
Option 4 (i) HBr/ROOR (ii) CH3MgBr, H3O+
Correct Answer 1
Explanation

Q. No. 84 The major product of the following reaction is

Option 1

Option 2

Option 3

Option 4

Correct Answer 2
Explanation