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Standard XII

Chemistry

SN1 Reaction Mechanism

Bromobenzene ...

Question

Bromobenzene on treatment with fuming $H_{2} S O_{4}$ gave a compound which on treatment with $C l_{2} / A l C l_{3}$ gives (A). (A) on distillation with dil. $H_{2} S O_{4}$ gives (B), (B) on treatment with an eq. of $M g$ in dry ether gives (C). (C) on treatment with $C H_{3} C H O$ followed by hydrolysis gives (D). (D) on treatment with $N a O I$ gives (E). Identify the structures of (A) and (E).

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Solution

Bromobenzene on treatment with fuming $H_{2} S O_{4}$ i.e sulfonication gave $X$ which on treatment with $C l_{2} / A l C l_{3}$ gives $A$ . $A$ on distillation gives $B$ , $B$ on treatment with $1 e q$ of $M g$ gives grignard reagent $C$ . $C$ on treatment with $C H_{3} C H O$ gives an alcohol $D$ . $D$ on treatment with $N a O I$ gives $E$ .

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Bromobenzene on treatment with fuming H2SO4 i.e sulfonication gave X which on treatment with Cl2/AlCl3 gives A. A on distillation gives B, B on treatment with 1eq of Mg gives grignard reagent C. C on treatment with CH3CHO gives an alcohol D. D on treatment with NaOI gives E .