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Question

Explain why phenol in water or polarprotic give OP tribromo product but in nonpolar medium like CS2 CCl2 image ortho or p bromo product?

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Solution

In water phenol exist as phenoxide ion,which is having more electron density thus nucleophilicity inncreases and hence show ,p-tribromo product,while in CS2 solvent only +R effect of phenol is there so not so much nucleophilicity,show O or p bromo product.

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