Chemical Reactions of Haloalkanes

IMPORTANT

Chemical Reactions of Haloalkanes: Overview

This topic covers concepts such as Chemical Reactions of Haloalkanes, Nucleophilic Substitution Reactions of Alkyl Halides, Reaction of Haloalkanes with Aqueous NaOH /Aqueous NaOH, Williamson's Synthesis for Ethers, Saytzeff's Rule, etc.

Important Questions on Chemical Reactions of Haloalkanes

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  S N 1  and   S N 2  reactions differ from each other because of

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Identify A, B, C and D in the following process :

(i)  CH3CH2ClNaCNANi/H2reductionB

(ii)  C6H5NH2NaNO2/HClCC6H5NH2/OHD 

EASY
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What is the order of reactivity of following compounds towards   S N 1 substitutions reaction.
(i) Question Image

(ii) Question Image

(iii) Question Image

HARD
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What is the order of reactivity of following compounds towards  SN1 substitution reaction.

Question Image

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Which one of the following two substances undergoes SN1 reaction faster?

(i) Question Image   or   (ii) Question Image

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An SN2 reaction at an asymmetric carbon of a compound always gives:

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A solution of (+) -2-chloro-2-phenylethane in toluene racemises slowly in the presence of small amount of   SbC l 5 , due to the formation of –

HARD
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A solution of (+) -2-chloro-1-phenylethane in toluene racemises slowly in the presence of small amount of  SbCl5, due to the formation of:

EASY
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1–chlorobutane on reaction with alcoholic potash gives –

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n–Propyl bromide on treatment with ethanolic potassium hydroxide produces –

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n–propyl bromide on treatment with ethanolic potassium hydroxide produces

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The major product of the following reaction is

Question Image

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The product of following reaction is –

C 2 H 5 O +C H 3 C H 2 I

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In the reaction, CH3Br KCN A H+ B  LiAlH4 C

The product C is.

HARD
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Treatment of 2-bromo-2-methylbutane with sodium ethoxide in ethanol at 70°C gives a mixture of two products X1 and X2 through one step processes. The energy profile diagrams of the two processes are shown below.

Question Image 

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 An alkyl halide with β-hydrogen atom, when treated with a nucleophile/base, undergoes a substitution reaction or an climination reaction, depending on the strength and size of the nucleophile base and the reaction conditions.

Question Image 
For the above reaction, the correct statement(s) is(are):

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The correct order for the hydrolysis in 50% aqueous ethanol is

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In the following question a statement of assertion followed by a statement of reason is given. Choose the correct answer out of the following choices.

Assertion: KCN reacts with methyl chloride to give methyl isocyanide.
Reason: CN is an ambident nucleophile.

EASY
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Saytzeff's rule states that _____ product is the major product in dehydrohalogenation of an alkyl halide.

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Which of the following best describes Saytzeff's rule?