Single Choice

Which of the following undergoes nucleophilic substitution exclusively by $$S{_N}{1}$$ mechanism?

AEthyl chloride
BIsopropyl chloride
CBenzyl chloride
Correct Answer
DChloro benzene

Solution

Benzyl chloride undergoes nucleophilic substitution exclusively by $$S_N1$$ mechanism.
This is because when chloride ion is lost, the positive charge on benzyl cation is stablized by resonance with aromatic nucleus.
$${ C }_{ 6 }{ H }_{ 5 }-C{ H }_{ 2 }-Cl\longrightarrow { C }_{ 6 }{ H }_{ 5 }-\overset { \oplus }{ C } { H }_{ 2 }+\overset { \Theta }{ C } l$$

SIMILAR QUESTIONS

Haloalkanes and Haloarenes

Which of the following is most reactive towards nucleophilic substitution?

Haloalkanes and Haloarenes

Which of the following is most reactive towards aqueous $$NaOH$$?

Haloalkanes and Haloarenes

Which of the following compounds undergo nucleophilic substitution reactions?

Haloalkanes and Haloarenes

The nucleophilic substitution of primary alkyl chlorides with sodium acetate is catalysed by sodium iodide. Explain why.

Haloalkanes and Haloarenes

The decreasing order of nucleophilicities of the following is: $$(I)Br^{\ominus }(II)MeO^{\ominus }(III)Me_2N^{\ominus }(IV)Me_3C^{\ominus }$$

Haloalkanes and Haloarenes

The major product $$(C)$$ in the reaction is:

Haloalkanes and Haloarenes

Which of the following statements are correct for the above reaction?

Haloalkanes and Haloarenes

The decreasing order of $$ArS_N$$ reaction with $${C}_{2}{H}_{5}{O}^{\ominus }/EtOH$$ is:

Haloalkanes and Haloarenes

Which of the following compounds will sow faster $$Ar{S_N}{2}$$ reaction?

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