mallylphenol

3-allylphenol, commonly called m-allylphenol, is an aromatic phenol in which an allyl substituent (−CH2−CH=CH2) sits at the meta position relative to the hydroxyl group on a benzene ring. Its molecular formula is C9H10O, and the preferred IUPAC name is 3-allylphenol. It is mainly used as a synthetic intermediate in organic chemistry and is not typically found as a natural product.

The structure comprises a hydroxy-substituted phenyl ring with an allyl group providing a reactive terminal double bond. The hydroxyl group gives phenolic characteristics, including acidity and participation in typical phenol chemistry, while the allyl substituent offers a handle for further functionalization and potential polymerization. Reactions of this compound can include standard electrophilic substitutions on the activated ring (nitration, halogenation, sulfonation) and, on the allyl side chain, radical or ionic transformations that enable the formation of polymers, resins, or more complex derivatives.

Preparation and occurrence are primarily in the realm of synthetic organic chemistry. It is produced as a chemical intermediate, with specific routes chosen to yield the meta-allylated product or to convert it into downstream materials. It is generally not marketed as a commodity chemical for consumer products.

Safety handling should reflect typical phenol hazards: irritant to skin and eyes and potentially harmful if ingested or inhaled. Appropriate personal protective equipment and good ventilation are advised, along with storage in a cool, dry, well-sealed container away from oxidizers. See also related isomers (o- and p-allylphenols) and phenol chemistry.