Question #8862d

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Answer 1 · 2017-01-04T16:34:58

I predict that the product will be 2,4,6-tribromophenol.

The structure of sodium salicylate is

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The phenol group is so activating that the ring will react at all possible ortho and para positions.

The initial product is probably sodium 3,5-dibromo-2-hydroxybenzoate.

www.chemsrc.com

The reaction may stop at this stage but I think that even at 0 °C you also get substitution and decarboxylation of the $"COOH"$ group.

The arenium ion formed by attack of $"Br"_2$ is easily stabilized by the loss of $"CO"_2$ from the carboxylate ion.

Decarboxylation

The product will be 2,4,6-tribromophenol.