Allyl phenyl ether

Allyl phenyl ether is an organic compound with the formula C6H5OCH2CH=CH2. It is a colorless solid.

Preparation
Allyl phenyl ether is prepared by the reaction of sodium phenoxide with allyl bromide:
 * C6H5ONa +  BrCH2CH=CH2  →  C6H5OCH2CH=CH2  +  NaBr

The yield is almost quantitative when the reaction is conducted in homogeneous solution using dimethoxyethane. When the reaction is conducted as a slurry in diethyl ether, the predominant product is, after acidic work-up, 2-allylphenol.

Reactions
Allyl phenyl ether converts to 2-allylphenol in the presence of acid catalysts. This conversion is an example of the Claisen rearrangement.