The ${{\rm{S}}_{\rm{N}}}$1 reactivity of ethyl chloride is:

More or less equal to that of benzyl chloride

More or less equal to that of chlorobenzene

Less than that of chlorobenzene

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JEE • CHEMISTRY • HALOALKANES AND HALO ARENES

Haloalkanes and halo arenes practice · Mixed difficulty

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These sets use single-correct-answer MCQs. They do not cover every JEE Main or JEE Advanced question format and are not full-length mock papers.

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1 Easy

1 of 138

Remembering +4 | -1

An alkyl halide reacts with metallic sodium in dry ether. The reaction is known as :

View answer and explanation

Correct option: C

Wurtz reaction

The correct answer is C (Wurtz reaction) because the reaction of an alkyl halide with metallic sodium in dry ether is the Wurtz reaction.

2 Medium

2 of 138

Understanding +4 | -1

In electrophilic substitution reaction of chlorobenzene, the chloro group:

View answer and explanation

Correct option: D

Gives ortho/para substituted product.

Option D (Gives ortho/para substituted product) is correct because the chloro group is an ortho/para directing group due to resonance, even though it is deactivating due to its inductive effect.

3 Hard

3 of 138

Understanding +4 | -1

Which of the followings statements is/are incorrect?

View answer and explanation

Correct option: B

The compound which rotate light to left is called dextrorotatory and that towards right is called laevorotatory

The correct answer is 'The compound which rotate light to left is called dextrorotatory and that towards right is called laevorotatory' because the definitions are reversed.

4 Medium

4 of 138

Remembering +4 | -1

Polymerization of alkenes takes place through

View answer and explanation

Correct option: D

S\,{N^2}

mechanism

Option A (free radical mechanism) is correct because polymerization of alkenes typically proceeds through a free radical mechanism.

5 Medium

5 of 138

Analyzing +4 | -1

Assertion (A): The boiling points of alkyl halides decrease in the order:

RI > {R B r} > {R C I} > {R F}

.

Reason (R): The boiling points of alkyl chlorides, bromides and iodides are considerably higher than that of the hydrocarbon of comparable molecular mass.

View answer and explanation

Correct option: B

Both A and R are correct; R is not the correct explanation of A

Option B (Both A and R are correct; R is not the correct explanation of A) is correct because both the boiling point trend of alkyl halides and the higher boiling points compared to comparable hydrocarbons are true, but the latter doesn't explain the former.

6 Easy

6 of 138

Application +4 | -1

Friedel-Craft’s reaction of bromobenzene with methyl iodide gives:

View answer and explanation

Correct option: C

o - \,\mathrm{and}\,p -

bromotoluene

Option C (

o - \,\mathrm{and}\,p -

bromotoluene) is correct because the methyl group attaches at the ortho and para positions due to the directing effect of the bromo group.

7 Medium

7 of 138

Application +4 | -1

In order to get ethanethiol from

{\mathrm{C}_2}{\mathrm{H}_5}\mathrm{Br},

the reagent used is:

View answer and explanation

Correct option: B

\mathrm{NaHS}

Option B (NaHS) is correct because NaHS reacts with ethyl bromide to form ethanethiol via a nucleophilic substitution reaction.

8 Medium

8 of 138

Remembering +4 | -1

Solvent used in dry-cleaning of clothes is:

View answer and explanation

Correct option: C

Carbon tetrachloride

Option C (Carbon tetrachloride) is correct because carbon tetrachloride (

CCl_4

) was historically used as a solvent in dry-cleaning due to its ability to dissolve fats, oils, and grease.

9 Easy

9 of 138

Remembering +4 | -1

The reaction of

\mathrm{C}_6 \mathrm{H}_5 \mathrm{~N}_2^{+} \mathrm{Cl}^{-}

with

\mathrm{CuCl}

gives

View answer and explanation

Correct option: A

\mathrm{C}_6 \mathrm{H}_5 \mathrm{Cl}

The correct answer is A (C₆H₅Cl) because the reaction of C₆H₅N₂⁺Cl⁻ with CuCl/HCl is the Sandmeyer reaction, which yields chlorobenzene.

10 Medium

10 of 138

Remembering +4 | -1

Which of the following statements is true for chloroform?

View answer and explanation

Correct option: B

People develop sores when skin is immersed in chloroform

Option B (People develop sores when skin is immersed in chloroform) is correct because chloroform can cause skin irritation and sores upon prolonged exposure.

11 Medium

11 of 138

Understanding +4 | -1

Which of the following statements is correct for allylic halide?

View answer and explanation

Correct option: B

Compound in which halogen atom is bonded to an

s p^3

-hybridised carbon atom next to carbon-carbon double bond, i.e.

(\mathrm{C}=\mathrm{C})

Option B is correct because allylic halides are defined as compounds where the halogen atom is bonded to an

sp^3

-hybridized carbon atom next to a carbon-carbon double bond.

12 Medium

12 of 138

Remembering +4 | -1

When chloroform is exposed to light and air, it forms

View answer and explanation

Correct option: C

Phosgene gas

Option C (Phosgene gas) is correct because chloroform reacts with oxygen in the presence of light to form phosgene, a poisonous gas.

13 Medium

13 of 138

Remembering +4 | -1

{\mathrm{S}_\mathrm{N}}1

reaction, the first step involves the formation of:

View answer and explanation

Correct option: C

Carbocation

Option C (Carbocation) is correct because the first step of an SN1 reaction involves the formation of a carbocation intermediate.

14 Medium

14 of 138

Remembering +4 | -1

Which of the following effects is/are caused by exposure to

\mathrm{CCl}_4

View answer and explanation

Correct option: D

All of these

Option D (All of these) is correct because exposure to CCl₄ can cause liver cancer, damage to nerve cells, and coma/unconsciousness.

15 Medium

15 of 138

Remembering +4 | -1

The synthesis of alkyl fluorides is best accomplished by

View answer and explanation

Correct option: D

Swarts reaction

Option D (Swarts reaction) is correct because Swarts reaction is the best method for synthesizing alkyl fluorides using metal fluorides.

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16 Medium

16 of 138

Understanding +4 | -1

The

{\mathrm{S}_\mathrm{N}}

1 reactivity of ethyl chloride is:

View answer and explanation

Correct option: B

Less than that of benzyl chloride

Option B (Less than that of benzyl chloride) is correct because benzyl chloride forms a more stable carbocation intermediate due to resonance, facilitating SN1 reactions.

17 Easy

17 of 138

Remembering +4 | -1

Which of the following is an example of aryl alkyl halide?

View answer and explanation

Correct option: D

Benzyl chloride

Option D (Benzyl chloride) is correct because benzyl chloride has a chlorine atom (halogen) attached to a carbon that is directly bonded to an aromatic ring (aryl group), making it an aryl alkyl halide.

18 Easy

18 of 138

Understanding +4 | -1

Vicinal and geminal dihalides can be distinguished by:

View answer and explanation

Correct option: A

KOH

\left( {aq.} \right)

Option A (KOH(aq.)) is correct because it can differentiate vicinal and geminal dihalides based on the different products formed during hydrolysis.

19 Medium

19 of 138

Application +4 | -1

The set of reagents for the conversion of Aniline to 2, 4, 6 – tribromo fluorobenzene are

View answer and explanation

Correct option: A

\left( {\text{i}} \right)\,B{r_2}/{H_2}O\,\,\left( {{\text{ii}}} \right)NaN{O_2}/HCl - {0^ \circ }\;C\,\,\left( {{\text{iii}}} \right)\,HB{F_4},\Delta

Option A

\left( {\text{i}} \right)\,B{r_2}/{H_2}O\,\,\left( {\text{{ii}}} \right)NaN{O_2}/HCl - {0^ \circ }\;C\,\,\left( {\text{{iii}}} \right)\,HB{F_4},\Delta

is correct because it describes the correct sequence of reactions: bromination of aniline, diazotization, and then fluorination.

20 Medium

20 of 138

Remembering +4 | -1

In common name system, gem–dihalides are called
_____ and vicinal-dihalides are called _____.

View answer and explanation

Correct option: B

Alkylidene halides and alkylene halides

Option B is correct because gem-dihalides are called alkylidene halides, and vicinal-dihalides are called alkylene halides.

21 Medium

21 of 138

Understanding +4 | -1

Which of the following will react with water:

View answer and explanation

Correct option: B

{Cl}_3 {CCHO}

The correct answer is B (

{Cl}_3 {CCHO}

) because it has a highly polarized carbonyl group that can readily react with water to form a stable hydrate.

22 Medium

22 of 138

Analyzing +4 | -1

Assertion (A):

\mathrm{KCN}

react with

\mathrm{R}-\mathrm{X}

to give cyanide and

\mathrm{AgCN}

reacts with

\mathrm{R}-\mathrm{X}

to give isocyanide mainly.
Reason (R):

\mathrm{KCN}

and

\mathrm{AgCN}

both are ionic compounds

View answer and explanation

Correct option: C

Assertion is true and Reason is false

Option C (Assertion is true and Reason is false) is correct because KCN is predominantly ionic and attacks through carbon, while AgCN is more covalent and attacks through nitrogen. The reason incorrectly states that both are ionic.

23 Easy

23 of 138

Application +4 | -1

The major product formed in the following reaction :

{CH}_3 {CH}({Cl}) {CH}_2-{CH}_2 {OH} \stackrel{\text { aq. } {KOH}}{\longrightarrow}

is :

View answer and explanation

Correct option: D

C{H_3} - \mathop {CH}\limits_{\begin{array}{cccccccccccccccccccc} | \\ {OH} \end{array}} - C{H_2} - C{H_2}OH

Option D (

C{H_3} - \mathop {CH}\limits_{\begin{array}{cccccccccccccccccccc} | \\ {OH} \\ \end{array}} - C{H_2} - C{H_2}OH

) is correct because the aqueous KOH will substitute the chlorine atom with a hydroxyl group.

24 Easy

24 of 138

Understanding +4 | -1

{C}-{X}

bond is strongest in

View answer and explanation

Correct option: C

{CH}_3 {F}

Option C (

{CH}_3 {F}

) is correct because the C-F bond is the strongest due to the small size and high electronegativity of fluorine, leading to a shorter and stronger bond.

25 Medium

25 of 138

Remembering +4 | -1

Which is the best solvent to use for the solvolysis reaction of t- butyl chloride?

View answer and explanation

Correct option: A

Water

Option A (Water) is correct because

S_N1

reactions, like the solvolysis of t-butyl chloride, are favored by polar protic solvents such as water.

26 Hard

26 of 138

Analyzing +4 | -1

Which of the following is not correct?

View answer and explanation

Correct option: A

{PhCH}_2 {Br}>{PhChBrCH}_3>{PhCBr}\left({CH}_3\right)_2\left({S}_{{N}} 1\right)

Option A (

{PhCH}_2 {Br}>{PhChBrCH}_3>{PhCBr}\left({CH}_3\right)_2\left({S}_{{N}} 1\right)

) is not correct because the stability of the carbocation intermediate increases with more alkyl substituents, thus increasing SN1 reactivity.

27 Medium

27 of 138

Remembering +4 | -1

Which of the following reagent is used for the following reaction?

C{H_3}C{H_2}C{H_3}\xrightarrow{?}C{H_3}C{H_2}CHO

View answer and explanation

Correct option: B

Molybdenum oxide

Option B (Molybdenum oxide) is correct because molybdenum oxide is used as a catalyst for the oxidation of alkanes to aldehydes.

28 Easy

28 of 138

Analyzing +4 | -1

C{H_3} - \begin{array}{cccccccccccccccccccc} {C{H_3}} \\ | \\ C \\ | \\ {C{H_3}} \end{array} - Br + KOH\left( {aq} \right) \to C{H_3} - \begin{array}{cccccccccccccccccccc} {C{H_3}} \\ | \\ C \\ | \\ {C{H_3}} \end{array} - OH + KBr

Above reaction is

View answer and explanation

Correct option: A

S{N^1}

Option A is correct because the reaction proceeds via a SN1 mechanism due to the formation of a stable tertiary carbocation intermediate.

29 Medium

29 of 138

Analyzing +4 | -1

Which one of the following is excellent substrate for

\text{SN}^1

reaction?

View answer and explanation

Correct option: C

\left(\mathrm{CH}_3\right)_2 \mathrm{~N}-\mathrm{CH}_2 \mathrm{Cl}

Option C is correct because the carbocation formed in the SN1 reaction is stabilized by the delocalization of electrons from the nitrogen atom.

30 Medium

30 of 138

Understanding +4 | -1

Isobutyl chloride and butyl chloride are:

View answer and explanation

Correct option: B

Chain isomers

The correct answer is B (Chain isomers) because isobutyl chloride and butyl chloride have the same molecular formula but differ in the arrangement of the carbon chain.

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Key Takeaways

✓ This set contains 138 single-correct-answer MCQs on HALOALKANES AND HALO ARENES.
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