What is the action of :(i) Liquid bromine in acetic acid on anisole.(ii) Soda-lime on sodium acetate?
Q.7 What is the action of :
(i) Liquid bromine in acetic acid on anisole.
(ii) Soda-lime on sodium acetate?
Q.7 What is the action of :
(i) Liquid bromine in acetic acid on anisole.
(ii) Soda-lime on sodium acetate?
Best answer
Answer: (i) p-Bromoanisole (major) and o-bromoanisole; (ii) methane.
(i) The −OCH3 group activates the ring and is ortho/para directing. Anisole is brominated by Br2 in ethanoic acid (without a Lewis acid):
\(\mathrm{C_6H_5OCH_3 + Br_2 \xrightarrow{CH_3COOH} p\text{-}BrC_6H_4OCH_3\ (major) + o\text{-}BrC_6H_4OCH_3\ (minor) + HBr}\)
(ii) Decarboxylation: heating sodium acetate with soda-lime (NaOH + CaO) gives methane.
\(\mathrm{CH_3COONa + NaOH \xrightarrow[\Delta]{CaO} CH_4\uparrow + Na_2CO_3}\)
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