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Haloalkanes and Haloarenes — JEE Main & Advanced Chemistry PYQs

474 previous year questions from Haloalkanes and Haloarenes with answers and solutions. Numbered list, year tags, and one-tap solutions — built for serious JEE / NEET practice.

474 questionsChemistrySolutions on every page
1

n-Butane on monochlorination under photochemical condition gives an optically active compound "P". "P" on further chlorination gives dichloro compounds. The number of dichloro comp

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Given below are two statements: Statement I: Due to increase in van der Waals forces, the order of boiling points is CH₃ CH₂ CH₂ I > CH₃ CH₂ I > CH₃ I. Statement II: As para-dichlo

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RMgI when treated with ice cold water liberated a gas which occupied 1.4 dm ^3/ g at STP. The gas produced is further reacted with iodine in presence of HIO₃ to give compound (X).

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Benzyl isocyanide can be obtained from Choose the correct answer from the options given below:

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Match the List-I with List-II List-I (Reaction) List-II (Mechanism) A. Williamson Synthesis I. Electrophilic addition B. Friedel Craft Reaction II. Free radical substitution C. Bro

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Match the List-I with List-II List-I Name of reaction List-II Reagent or catalyst used A. Finkelstein reaction I. SbF₃ B. Swarts reaction II. Na , dry ether C. Sandmeyer's reaction

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Correct statements regarding alkyl halides (R - X) among the following are: A. Alcohol being less polar solvent as compared to water, alcoholic KOH favours elimination reaction wit

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Given below are two statements : Statement (I) : Benzyl chloride reacts faster in S_N1 mechanism than ethyl chloride. Statement (II) : Ethyl carbocation intermediate is less stabil

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Which of the following reaction is NOT correctly represented?

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Grignard reagent RMgBr ( P ) reacts with water and forms a gas (Q). One gram of Q occupies 1.4 dm ³ at STP. (P) on reaction with dry ice in dry ether followed by H ₃ O ⁺ forms a co

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Given below are two statements: Statement I : ' C - Cl ^ bond is stronger in CH ₂= CH - Cl than CH ₃- CH ₂- Cl Statement II : The given optically active molecule, on hydrolysis giv

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Match the List-I with List-II List-I (Chloro derivative) List-II (Example) A. Vinyl Chloride I. CH₂ = CH - CH₂Cl B. Benzyl chloride II. CH₃ = CH(Cl)CH₃ C. Alkyl chloride III. CH₂ =

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Consider all the structural isomers with molecular formula C ₅ H ₁₁ Br are separately treated with KOH ( aq ) to give respective substitution products, without any rearrangement. T

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The dibromo compound [ P ] (molecular formula : C ₉ H ₁₀ Br ₂ ) when heated with excess sodamide followed by treatment with dilute HCl gives [ Q ] . On warming [ Q ] with mercuric

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The correct order of the rate of reaction of the following reactants with nucleophile by SN1 mechanism is: (Given : Structure I and II are rigid)

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As compared with chlorocyclohexane, which of the following statements correctly apply to chlorobenzene? A. The magnitude of negative charge is more on chlorine atom. B. The C - Cl

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The correct order of reactivity of CH ₃ Br in methanol with the following nucleophiles is F ⁻, I ⁻, C ₂ H ₅ O ⁻ and C ₆ H ₅ O ⁻

JEE Main 2026 Solution View → 18

The correct order of the rate of the reaction for the following reaction with respect to nucleophiles is : CH ₃ Br + Nu ^ CH ₃ Nu + Br ^

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The correct order of reactivity of the following benzyl halides towards reaction with KCN is :

JEE Main 2026 Solution View → 20

For the reaction sequence given below, the correct statement(s) is(are) (In the options, X is any atom other than carbon and hydrogen, and it is different in P , Q and R )

JEE Advanced 2025 Solution View → 21

The reaction sequence given below is carried out with 16 moles of X . The yield of the major product in each step is given below the product in parentheses. The amount (in grams) o

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Match List-I with List-II Choose the correct answer from the options given below :

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The reactions which cannot be applied to prepare an alkene by elimination, are Choose the correct answer from the option given below :

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Given below are two statements : Statement (I) : Alcohols are formed when alkyl chlorides are treated with aqueous potassium hydroxide by elimination reaction. Statement (II) : In

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Predict the major product of the following reaction sequence :-

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Match List-I with List-II Choose the correct answer from the options given below :

JEE Main 2025 Solution View → 27

The products A and B in the following reactions, respectively are A Ag - NO ₂ CH ₃- CH ₂- CH ₂- Br AgCN B

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Given below are two statements: involving lone pair of electrons on nitrogen. In the light of the above statements, choose the most appropriate answer from the options given below

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Consider the following sequence of reactions: 11.25 mg of chlorobenzene will produce __________ 10⁻¹ mg of product B . (Consider the reactions result in complete conversion.) [Give

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The structure of the major product formed in the following reaction is :

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Given below are two statements: Statement I: The conversion proceeds well in the less polar medium. CH ₃- CH ₂- CH ₂- CH ₂- Cl HO ⁻ CH ₃- CH ₂- CH ₂- CH ₂- OH + Cl ^ (-) Statement

JEE Main 2025 Solution View → 32

The ascending order of relative rate of solvolysis of following compounds is :

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The maximum number of RBr producing 2-methylbutane by above sequence of reactions is ________ - (Consider the structural isomers only)

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When sec-butylcyclohexane reacts with bromine in the presence of sunlight, the major product is :

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The compound with molecular formula C ₆ H ₆ , which gives only one monobromo derivative and takes up four moles of hydrogen per mole for complete hydrogenation has ________ = elect

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Given below are two statements : Statement I : CH ₃- O - CH ₂- Cl will undergo S _ N 1 reaction though it is a primary halide. Statement II : will not undergo S_N 2 reaction very e

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In the above reaction product ' ( P ) ' is

JEE Main 2024 Solution View → 38

Given below are two statements : one is labelled as Assertion (A) and the other is labelled as Reason (R). Assertion (A): ( S _ N 2 ) reaction of ( C ₆ H ₅ CH ₂ Br ) occurs more re

JEE Main 2024 Solution View → 39

In the following sequence of reaction, the major products (B ) and (C ) respectively are :

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Given below are two statements : Statement (I) : ( S _ N 2 ) reactions are 'stereospecific', indicating that they result in the formation of only one stereo-isomer as the product.

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Which among the following compounds will undergo fastest ( S _ N 2 ) reaction.

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The correct arrangement for decreasing order of electrophilic substitution for above compounds is :

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The major products from the following reaction sequence are product (A ) and product B. The total sum of ( ) electrons in product (A ) and product (B ) are _______ (nearest integer

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Identify the major product in the following reaction.

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The number of halobenzenes from the following that can be prepared by Sandmeyer's reaction is _______

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Identify the correct set of reagents or reaction conditions ' (X ) ' and ' (Y ) ' in the following set of transformation

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Acid D formed in above reaction is:

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Given below are two statements : one is labelled as Assertion A and the other is labelled as Reason R . Assertion A : Haloalkanes react with KCN to form alkyl cyanides as a main pr

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Identify A and B in the following sequence of reaction

JEE Main 2024 Solution View → 50

The correct order of reactivity in electrophilic substitution reaction of the following compounds is:

JEE Main 2024 Solution View → 51

The total number of hydrogen atoms in product A and product B is__________.

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Given below are two statements: Statement - I: High concentration of strong nucleophilic reagent with secondary alkyl halides which do not have bulky substituents will follow S N 2

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2 - chlorobutane + Cl 2 → C 4 H 8 Cl 2 (isomers) Total number of optically active isomers shown by C 4 H 8 Cl 2 , obtained in the above reaction is ________.

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Alkyl halide is converted into alkyl isocyanide by reaction with

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Given below are two statements : one is labelled as Assertion A and the other is labelled as Reason R : Assertion A : Aryl halides cannot be prepared by replacement of hydroxyl gro

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Which among the following halide/s will not show S N 1 reaction:

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Identify B formed in the reaction. Cl - CH 2 4 - Cl → excess NH 3 A → NaOH B + H 2 O + NaCl

JEE Main 2024 Solution View → 58

The correct statement regarding nucleophilic substitution reaction in a chiral alkyl halide is ;

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The reaction of 4 -methyloct- 1 -ene ( P , 2 . 52 g ) with HBr in the presence of C 6 H 5 CO 2 O 2 gives two isomeric bromides in a 9 : 1 ratio, with a combined yield of 50 % . Of

JEE Advanced 2023 Solution View → 60

Match the reactions in List-I with the features of their products in List-II and choose the correct option. List I List II ( P ) - - 1 - Bromo - 2 - ethylpentane ( Single   en

JEE Advanced 2023 Solution View → 61

The major product formed in the Friedel-Craft acylation of chlorobenzene is

JEE Main 2023 Solution View → 62

Match List-I with List-II. 1-Bromopropane is reacted with reagents in List-I to give product in List-II List-I Reagent List-II Product A. KOH (alc) I. Nitrile B. KCN (alc) II. Este

JEE Main 2023 Solution View → 63

2 - Methyl propyl bromide reacts with C 2 H 5 O - and gives ‘ A ’ whereas on reaction with C 2 H 5 OH it gives ‘ B ’ . The mechanism followed in these react

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The major product ‘ P ’ formed in the given reaction is

JEE Main 2023 Solution View → 65

Identify the correct order of reactivity for the following pairs towards the respective mechanism (A) (B) (C) Electrophilic substitution (D) Nucleophilic substitution Choose the co

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The correct order of reactivity of following haloarenes towards nucleophilic substitution with aqueous NaOH is: Choose the correct answer from the options given below:

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Choose the halogen which is most reactive towards SN1 reaction in the given compounds (A, B, C & D) A. B. C. D.

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For the reaction RCH 2 Br + I - ⟶ Acetone RCH 2 I major + Br - The correct statement is

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Identify the incorrect option from the following:

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In the following halogenated organic compounds the one with maximum number of chlorine atoms in its structure is:

JEE Main 2023 Solution View → 71

The correct order of melting point of dichlorobenzenes is

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Decreasing order towards S N 1 reaction for the following compounds is:

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In the above conversion of compound ( X ) to product ( Y ), the sequence of reagents to be used will be:

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Match List I with List II List I List II A I Fittig reaction B II Wurtz Fittig reaction C III Finkelstein reaction D C 2 H 5 Cl + NaI → C 2 H 5 I + Nacl IV Sandmeyer reaction

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The one giving maximum number of isomeric alkenes on dehydrohalogenation reaction is (excluding rearrangement)

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Identify the correct order for the given property for following compounds Choose the correct answer from the option given below :-

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Maximum number of isomeric monochloro derivatives which can be obtained from 2,2,5,5- tetramethylhexane by chlorination is _________

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Assertion A : Hydrolysis of an alkyl chloride is a slow reaction but in the presence of NaI , the rate of hydrolysis increases. Reason R : I - is a good nucleophile as well as a go

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In the following given reaction ' A ' is

JEE Main 2023 Solution View → 80

Number of moles of AgCl formed in the following reaction is _____ .

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Considering the following reaction sequence, the correct statement(s) is(are)

JEE Advanced 2022 Solution View → 82

Compound ' A ' undergoes following sequence of reactions to give compound ' B '. The correct structure and chirality of compound ' B ' is [where Et is - C 2

JEE Main 2022 Solution View → 83

Considering the above reactions, the compound ' A ' and compound ' B ' respectively are

JEE Main 2022 Solution View → 84

The structure of A in the given reaction is ​​​​​​​

JEE Main 2022 Solution View → 85

Total number of isomers (including stereoisomers) obtain on monochlorination of methylcyclohexane is

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Given below are two statements: one is labelled as Assertion A and the other is labelled as Reason R . Assertion A : Experimental reaction of CH 3 Cl with aniline and anhydrous AlC

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Most stable product of the following reaction is

JEE Main 2022 Solution View → 88

The stable carbocation formed in the above reaction is :

JEE Main 2022 Solution View → 89

Consider the following reaction, A → 2 . CN - 3 . H 2 O / H + / ∆ 1 . Cl 2 / hv 4 - bromophenylacetic acid What is A in the above reaction?

JEE Main 2022 Solution View → 90

The major product P in the reaction

JEE Main 2022 Solution View → 91

Which one of the following compounds is inactive towards S N 1 reaction?

JEE Main 2022 Solution View → 92

The major product of the following reaction is

JEE Main 2022 Solution View → 93

In the given reaction ' A ' can be

JEE Main 2022 Solution View → 94

The major product in the reaction

JEE Main 2022 Solution View → 95

Consider the above reaction. The number of π electrons present in the product ' P ' is

JEE Main 2022 Solution View → 96

The major product of the above reactions is

JEE Main 2022 Solution View → 97

Paragraph: The amount of energy required to break a bond is same as the amount of energy released when the same bond is formed. In gaseous state, the energy required for homolytic

JEE Advanced 2021 Solution View → 98

The maximum number of possible isomers (including stereoisomers) which may be formed on mono -bromination of 1 -methylcyclohex- 1 -ene using Br 2 and UV light is ___.

JEE Advanced 2021 Solution View → 99

The major product of the following reaction is :

JEE Main 2021 Solution View → 100

The structure of product C , formed by the following sequence of reactions is : CH 3 COOH + SOCl 2 ⟶ A → AlCl 3 Benzene ⟶ B → - OH KCN ⟶ C

JEE Main 2021 Solution View → 101

The correct order of reactivity of the given chlorides with acetate in acetic acid is :

JEE Main 2021 Solution View → 102

In the following sequence of reactions the P is:

JEE Main 2021 Solution View → 103

The correct options for the products A and B of the following reactions are:

JEE Main 2021 Solution View → 104

What is A in the following reaction?

JEE Main 2021 Solution View → 105

Consider the above reaction sequence, Product "A" and Product "B" formed respectively are:

JEE Main 2021 Solution View → 106

Reaction of Grignard reagent, C 2 H 5 MgBr with C 8 H 8 O followed by hydrolysis gives compound A , which reacts instantly with Lucas reagent to give compound B ( C 10 H 13 Cl ) .

JEE Main 2021 Solution View → 107

Identify the reagent(s) ' A ' and condition(s) for the reaction :

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Match List- I with List- II . List- I List- II (a) (i) Wurtz reaction (b) (ii) Sandmeyer reaction (c) 2 CH 3 CH 2 Cl + 2 Na ⟶ Ether C 2 H 5 - C 2 H 5 + 2 NaCl (iii) Fittig r

JEE Main 2021 Solution View → 109

For the given reaction: What is A ?

JEE Main 2021 Solution View → 110

For the given reaction: What is A ?

JEE Main 2021 Solution View → 111

The product formed in the first step of the reaction of with excess Mg / Et 2 O Et = C 2 H 5 is

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What is the major product formed by HI on reaction with

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The increasing order of the boiling points of the major products A , B and C of the following reactions will be : (a) (b) (c)

JEE Main 2020 Solution View → 114

The decreasing order of reactivity of the following compounds towards nucleophilic substitution ( S N 2 ) is:

JEE Main 2020 Solution View → 115

The major product in the following reaction is:

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The mechanism of Sn1 reaction is given as: R - X ⟶ R ⊕ X ⊖ ⟶ R ⊕ ‖ X ⊖ ⟶ Y ⊖ R - Y + X ⊖ lon pair Solvent Speparated

JEE Main 2020 Solution View → 117

The major product obtained from E 2 -elimination of 3 - bromo - 2 - fluoropentane is

JEE Main 2020 Solution View → 118

Consider the reaction sequence given below : Which of the following statements is true:

JEE Main 2020 Solution View → 119

Which of the following compounds will show retention in configuration on nucleophile substitution by OH - ion ?

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Which of these will produce the highest yield Friedel Crafts reaction?

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