Haloalkanes and Haloarenes
36 JEE Chemistry previous year questions on Haloalkanes and Haloarenes — options free on every question; 4 include the answer & explanation free, the rest unlock with PYQ Pass.
The products A and B in the following reactions, respectively
\((\mathrm{A})\overset{{\mathrm{AgNO}}_{2}}{←}{\mathrm{CH}}_{3}{\mathrm{CH}}_{2}{\mathrm{CH}}_{2}\mathrm{Br}\overset{\mathrm{AgCN}}{\to }(\mathrm{B})\)
(Memory-based Question 28/ Jan/25 morning shift )
\({\mathrm{CH}}_{3}-{\mathrm{CH}}_{2}-{\mathrm{CH}}_{2}-{\mathrm{NO}}_{2},{\mathrm{CH}}_{3}-{\mathrm{CH}}_{2}-{\mathrm{CH}}_{2}-\mathrm{NC}\)
\({\mathrm{CH}}_{3}{\mathrm{CH}}_{2}{\mathrm{CH}}_{2}-{\mathrm{NO}}_{2}\overset{{\mathrm{AgNO}}_{2}}{←}{\mathrm{CH}}_{3}{\mathrm{CH}}_{2}{\mathrm{CH}}_{2}\mathrm{Br}\overset{\mathrm{AgCN}}{\to }{\mathrm{CH}}_{3}{\mathrm{CH}}_{2}{\mathrm{CH}}_{2}-\mathrm{NC}\)
The products A and B in the following reactions, respectively are
\(A\overset{Ag-N{O}_{2}}{←}C{H}_{3}-C{H}_{2}-C{H}_{2}-Br\overset{AgCN}{\to }B\)
[JEE Main 2025, 28 Jan (Shift 1)]
\(C{H}_{3}-C{H}_{2}-C{H}_{2}-N{O}_{2},\)\(C{H}_{3}-C{H}_{2}-C{H}_{2}-NC\)
AgCN is covalent compound and \(AgN{O}_{2}\) is ionic compound.
A is \(C{H}_{3}-C{H}_{2}-C{H}_{2}-N{O}_{2},B\) is \(C{H}_{3}-C{H}_{2}-C{H}_{2}-NC\).
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.
Statement (II) : \(S _{ N } 1\) reactions generally result in formation of product as racemic mixtures.
In the light of the above statements, choose the correct answer from the options given below :
Both Statement I and Statement II are true
\(S{N}^{2}\to \text{ Inversion }\)
\(S{N}^{1}\to \text{ Racemisation }\)
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.
Statement (II) : \(S _{ N } 1\) reactions generally result in formation of product as racemic mixtures.
In the light of the above statements, choose the correct answer from the options given below :
Both Statement I and Statement II are true
\(S{N}^{2}\to \text{ Inversion }\)
\(S{N}^{1}\to \text{ Racemisation }\)
Match List-I with List-II.
| List-I (Compound) | List-II (Uses) | ||
| (A) | Iodoform | (I) | Fire extinguisher |
| (B) | Carbon tetrachloride | (II) | Insecticide |
| (C) | CFC | (III) | Antiseptic |
| (D) | DDT | (IV) | Refrigerants |
Choose the correct answer from the options given below
[JEE Main 2024, 6 Apr (Shift 1)]
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Match List - I with List - II.
| List - I Compound | List - II Use | ||
| (A) | Carbon tetrachloride | (I) | Paint remover |
| (B) | Methylene chloride | (II) | Refrigerators and air conditioners |
| (C) | DDT | (III) | Fire extinguisher |
| (D) | Freons | (IV) | Non Biodegradable insecticide |
Choose the correct answer from the options given below :
[JEE Main 2024, 1 Feb (Shift 2)]
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The products A and B in the following reactions, respectively are
\(A\overset{Ag-N{O}_{2}}{←}C{H}_{3}-C{H}_{2}-C{H}_{2}-Br\overset{AgCN}{\to }B\)
[JEE Main 2025, 28 Jan (Shift 1)]
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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 \(S _{ N }{ }^2\) mechanism.
Statement - II: A secondary alkyl halide when treated with a large excess of ethanol follows \(S _{ N }{ }^1\) mechanism.
In the light of the above statements, choose the most appropriate from the options given below:
[JEE Main 2024, 30 Jan (Shift 2)]
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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 \(S _{ N }{ }^2\) mechanism.
Statement - II: A secondary alkyl halide when treated with a large excess of ethanol follows \(S _{ N }{ }^1\) mechanism.
In the light of the above statements, choose the most appropriate from the options given below:
[JEE Main 2024, 30 Jan (Shift 2)]
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Given below are two statements:
Statement I: The conversion proceeds well in the less polar medium.
\(C{H}_{3}-C{H}_{2}-C{H}_{2}-C{H}_{2}-Cl\overset{{}^{H{O}^{-}}}{\to }\\ C{H}_{3}-C{H}_{2}-C{H}_{2}-C{H}_{2}-OH+C{l}^{(-)}\)
Statement II: The conversion proceeds well in the more polar medium.
\(C{H}_{3}-C{H}_{2}-C{H}_{2}-C{H}_{2}-Cl\overset{{R}_{3}\overset{..}{N}}{\to }\)
\(C{H}_{3}-C{H}_{2}-C{H}_{2}-C{H}_{2}-\overset{\overset{R}{|}}{\underset{\underset{R}{|(+)}}{N}}-RC{l}^{(-)}\)
In the light of the above statements, choose the correct answer from the options given below:
[JEE Main 2025, 24 Jan (Shift 1)]
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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 the main product while with \(AgCN\) form isocyanide as the main product.
Reason (R): \(~KCN\) and \(AgCN\) both are highly ionic compounds.
In the light of the above statements, choose the most appropriate answer from the options given below
[JEE Main 2024, 1 Feb (Shift 1)]
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3-Methylhex-2-ene on reaction with \(\mathrm{HBr}\) in presence of peroxide forms an addition product (A). The number of possible stereoisomers for 'A' is ________.
[JEE Main 2024, 27 Jan (Shift 1)]
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Identify the correct set of reagents or reaction conditions 'X' and 'Y' in the following set of transformation
\({\mathrm{CH}}_{3}−{\mathrm{CH}}_{2}−{\mathrm{CH}}_{2}−\mathrm{Br}\overset{{\mathrm{X}}^{\mathrm{′}}}{\to }\text{Product}\overset{{\mathrm{Y}}^{\mathrm{′}}}{\to }{\mathrm{CH}}_{3}−\mathrm{CH}\left(\mathrm{Br}\right)−{\mathrm{CH}}_{3}\)
[JEE Main 2024, 4 Apr (Shift 1)]
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Alkyl halide is converted into alkyl isocyanide by reaction with
[JEE Main 2024, 29 Jan (Shift 2)]
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Alkyl halide is converted into alkyl isocyanide by reaction with
[JEE Main 2024, 29 Jan (Shift 2)]
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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) : CH2=CH–*CH2–Cl is an example of allyl halide.
Reason (R) : Allyl halides are the compounds in which the halogen atom is attached to \(\mathrm{sp}^2\) hybridised carbon atom.
In the light of the above statements, choose the most appropriate answer from the options given below
[JEE Main 2024, 30 Jan (Shift 1)]
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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) : CH2=CH–*CH2–Cl is an example of allyl halide.
Reason (R) : Allyl halides are the compounds in which the halogen atom is attached to \(\mathrm{sp}^2\) hybridised carbon atom.
In the light of the above statements, choose the most appropriate answer from the options given below
[JEE Main 2024, 30 Jan (Shift 1)]
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Given below are two statements:
Statement I: The conversion proceeds well in the less polar medium.
\(C{H}_{3}-C{H}_{2}-C{H}_{2}-C{H}_{2}-Cl\overset{{}^{H{O}^{-}}}{\to }\\ C{H}_{3}-C{H}_{2}-C{H}_{2}-C{H}_{2}-OH+C{l}^{(-)}\)
Statement II: The conversion proceeds well in the more polar medium.
\(C{H}_{3}-C{H}_{2}-C{H}_{2}-C{H}_{2}-Cl\overset{{R}_{3}\overset{..}{N}}{\to }\)
\(C{H}_{3}-C{H}_{2}-C{H}_{2}-C{H}_{2}-\overset{\overset{R}{|}}{\underset{\underset{R}{|(+)}}{N}}-RC{l}^{(-)}\)
In the light of the above statements, choose the correct answer from the options given below:
[JEE Main 2025, 24 Jan (Shift 1)]
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Given below are two statements:
Statement I: The conversion proceeds well in the less polar medium.
\(C{H}_{3}-C{H}_{2}-C{H}_{2}-C{H}_{2}-Cl\overset{{}^{H{O}^{-}}}{\to }\\ C{H}_{3}-C{H}_{2}-C{H}_{2}-C{H}_{2}-OH+C{l}^{(-)}\)
Statement II: The conversion proceeds well in the more polar medium.
\(C{H}_{3}-C{H}_{2}-C{H}_{2}-C{H}_{2}-Cl\overset{{R}_{3}\overset{..}{N}}{\to }\)
\(C{H}_{3}-C{H}_{2}-C{H}_{2}-C{H}_{2}-\overset{\overset{R}{|}}{\underset{\underset{R}{|(+)}}{N}}-RC{l}^{(-)}\)
In the light of the above statements, choose the correct answer from the options given below:
[JEE Main 2025, 24 Jan (Shift 1)]
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The products A and B in the following reactions, respectively
\((\mathrm{A})\overset{{\mathrm{AgNO}}_{2}}{←}{\mathrm{CH}}_{3}{\mathrm{CH}}_{2}{\mathrm{CH}}_{2}\mathrm{Br}\overset{\mathrm{AgCN}}{\to }(\mathrm{B})\)
(Memory-based Question 28/ Jan/25 morning shift )
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The correct statement regarding nucleophilic substitution reaction in a chiral alkyl halide is :
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\({\mathrm{C}}_{2}{\mathrm{H}}_{5}\mathrm{Br}\overset{\mathrm{Alc}\mathrm{KOH}}{\to }\mathrm{A}\overset{{\mathrm{Br}}_{2}}{\underset{{\mathrm{CCl}}_{4}}{\to }}\mathrm{B}\overset{\mathrm{KCN}}{\underset{\mathrm{Excess}}{\to }}\mathrm{C}\overset{{\mathrm{H}}_{3}{\mathrm{O}}^{+}}{\underset{\mathrm{Excess}}{\to }}\mathrm{D}\)
Acid D formed in the above reaction is :
[JEE Main 2024, 1 Feb (Shift 2)]
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Alkyl halide is converted into alkyl isocyanide by reaction with
[JEE Main 2024, 29 Jan (Shift 2)]
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The products A and B in the following reactions, respectively are
\(A\overset{Ag-N{O}_{2}}{←}C{H}_{3}-C{H}_{2}-C{H}_{2}-Br\overset{AgCN}{\to }B\)
[JEE Main 2025, 28 Jan (Shift 1)]
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If chloromethane has a boiling point of 250K, what will be the probable boiling point of methane?
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The correct sequence of bond enthalpy of \( \mathrm{C}-\mathrm{X} \) bond is:
[NEET 2021]
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The correct pair(s) of the ambident nucleophiles is (are) :
(A) \(\mathrm{AgCN}\)/ \(\mathrm{KCN}\)
(B) RCOOAg/RCOOK
(C) \(\mathrm{AgNO}_2\)/ \(\mathrm{KNO}_2\)
(D) \(\mathrm{AgI} / \mathrm{KI}\)
[JEE Main 2021, 17 Mar (Shift 2)]
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Match the columns and select the correct option
| Column-I (Name Reaction) | Column-II (Product) | ||
| (A) | Swarts Reaction | (P) | Ethyl iodide |
| (B) | Finkelstein Reaction | (Q) | Ethyl fluoride |
| (C) | Wurtz Fittig Reaction | (R) | Benzene cyanide |
| (D) | Sandmeyer's Reaction | (S) | Ethyl Benzene |
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Which one of the following chemical agent is not being used for dry- cleaning of clothes?
[JEE Main 2021, 25 Jul (Shift 1)]
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Which of the following compounds is an example of Freon?
[JEE Main 2023, 11 Apr (Shift 2)]
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\( \mathrm{X} \) melts at low temperature and is a bad conductor of electricity in both liquid and solid state. \( \mathrm{X} \) is
[JEE Main 2020, 9 Jan (Shift 1)]
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In the following sequence of reactions,
\(C{H}_{3}Br\overset{KCN}{\to }A\overset{{H}_{3}{O}^{+}}{\to }B\overset{LiAl{H}_{4}}{\underset{ether}{\to }}C\)
The end product C is
[JEE Main 2021, 1 Sep (Shift 2)]
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Consider the following reactions :
(a) \({\left({\mathrm{CH}}_{3}\right)}_{3}\mathrm{CCH}\left(\mathrm{OH}\right)\mathrm{C}{\mathrm{H}}_{3}\overset{\mathrm{Conc}.\text{ }{\mathrm{H}}_{2}{\mathrm{SO}}_{4}}{\to }\)
(b) \({\left({\mathrm{CH}}_{3}\right)}_{2}\mathrm{CHCH}\left(\mathrm{Br}\right)\mathrm{C}{\mathrm{H}}_{3}\overset{\mathrm{Alc}.\text{ }\mathrm{KOH}}{\to }\)
(c) \({\left({\mathrm{CH}}_{3}\right)}_{2}\mathrm{CHCH}\left(\mathrm{Br}\right)\mathrm{C}{\mathrm{H}}_{3}\overset{{\left({\mathrm{CH}}_{3}\right)}_{3}{\mathrm{CO}}^{-}{\mathrm{K}}^{+}}{\to }\)
(d) \({\left({\mathrm{CH}}_{3}\right)}_{2}\underset{\underset{\mathrm{OH}}{|}}{\mathrm{C}}−{\mathrm{CH}}_{2}−\mathrm{CHO}\overset{\Delta }{\to }\)
Which of these reaction(s) will not produce Saytzeff product?
[JEE Main 2020, 7 Jan (Shift 1)]
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Given below are two statements:
Statement I: \(C _2 H _5 OH\) and \(AgCN\) both can generate nucleophile.
Statement II: \(KCN\) and \(AgCN\) both will generate nitrile nucleophile with all reaction conditions.
Choose the most appropriate option:
[JEE Main 2021, 18 Mar (Shift 2)]
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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: Hydrolysis of an alkyl chloride is a slow reaction but in the presence of Nal, the rate of the hydrolysis increases.
Reason R: I– is a good nucleophile as well as a good leaving group.
In the light of the above statements, choose the correct answer from the options given below.
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Which of the following is true about freons?
[JEE Main 2023, 24 Jan (Shift 1)]
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