JEE Main · 2006 · 30 Apr 2006 · Offline · Hydrocarbons

The structure of the compound that gives a tribromo derivative on treatment with bromine water is

(A)(see structure)
✓ Correct
(B)(see structure)
(C)(see structure)
(D)(see structure)

Answer: (A)

Solution

Bromine water brominates an activated aromatic ring, and a phenol directs the incoming bromine to the positions ortho and para to its

- OH

group. A tribromo product appears when exactly three such positions are open. The structure that offers three free ortho and para sites around the hydroxyl, and so yields a 2,4,6-tribromo derivative on treatment with bromine water, is the phenol drawn with those positions available.

JEE Main · 2006 · 30 Apr 2006 · Offline · Single correct option

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