Allyl phenyl ether

Allyl phenyl ether is an organic compound with the formula C6H5OCH2CH=CH2. It is a colourless to yellowish liquid.

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.Yadav, G. D.; Lande, S. V., UDCaT-5: A Novel and Efficient Solid Superacid Catalyst for Claisen Rearrangement of Substituted Allyl Phenyl Ethers. Synthetic Communications 2007, 37 (6), 941-946

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