Engineering
Chemistry
Nucleophilic Substitution
Question
The yield of chlorobenzene obtained by reaction of phenols with PCl5 is less, due to the formation of :
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Solution
The (– OH) group on phenol unlike that of alcohol, is difficult to replace by a halogen, e.g., halogen acids have no action, and PX3 yields only phosphorous esters.
Phenol reacts with PCl5 or PBr5, when the (– OH) group of phenol is replaced by a halogen atom. The yield of chloro or bromo benzene is small the main product is triphenyl phosphate (PhO)3P = O or Ph3PO4.
Phenol further reacts with POCl3 to give Ph3PO4.
Option D is correct.
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