For the reaction given below, which of the following is not a possible product? $ \mathrm{H}_2…

For the reaction given below, which of the following is not a possible product? $ \mathrm{H}_2 \mathrm{C}=\mathrm{CH}_2+\mathrm{Br}_2(a q) \xrightarrow{\mathrm{NaCl}} \text { Products } $




Solution

$\mathrm{CH}_2=\mathrm{CH}_2+(a q) \mathrm{Br}_2 \xrightarrow{\mathrm{NaCl}} \mathrm{CH}_2-\mathrm{CH}_2-\mathrm{Br}$ The $\pi$-electrons will attack an electrophile forming the carbocation. Now, the carbocation will be attacked by a nucleophile. Hence, the product will be a mixture of $ \mathrm{Br}-\mathrm{CH}_2-\mathrm{CH}_2-\mathrm{Br}, \mathrm{Br}-\mathrm{CH}_2-\mathrm{CH}_2-\mathrm{Cl} $ and $\mathrm{Br}-\mathrm{CH}_2-\mathrm{CH}_2-\mathrm{OH}$. Hence, $\mathrm{Cl}-\mathrm{CH}_2-\mathrm{CH}_2-\mathrm{Cl}$ doesn't formed. Thus, the correct option is (4)

Asked in: AP EAMCET 2020 (22 Sep Shift 2)

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