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Methyl phenyl ether cannot be prepared f...

Methyl phenyl ether cannot be prepared from bromoenzene. Discuss.

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To prepare the ether, bromobenzene must react with sodium methoxide but the cleavage of C-Br bond in bromobenzene is diffifult because of partial double bond character resulting from conjugation. However , the desired ether can be prepared by reacting sodium phenoxide with methyl bromide.
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