Subjective Type

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

Solution

Refer Fig .1
This reaction is $$S_N2$$, Nucleophile is $$CH_2COO^{\ominus}$$

Refer Fig .2
But in alkyl chloride, (C-CI) is a strong bond and is difficult to break. But in the presence of Nal, (R-CI) is converted to (R-I) and therefore, in (R-I) the (C-I) bond is weak, which can be easily cleaved. So, $$S_N2$$ reaction is catalysed in the presence of Nal

$$R-Cl+NaI\rightarrow R-I+NaCl$$

SIMILAR QUESTIONS

Haloalkanes and Haloarenes

Which of the following is most reactive towards nucleophilic substitution?

Haloalkanes and Haloarenes

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

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 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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