4Allylphenol

4-Alylphenol, or p-allylphenol, is an organic compound in the class of phenols. Its molecular formula is C9H10O. The structure consists of a benzene ring bearing a hydroxyl group and an allyl substituent (CH2-CH=CH2) in the para position relative to the hydroxyl group.

Preparation and properties

The compound is typically prepared by para-selective alkylation of phenol derivatives, with the hydroxyl group directing electrophilic substitution to the para position. In practice, achieving high para selectivity can require protective group strategies or specific catalysts to minimize ortho substitution. 4-Allylphenol is usually described as a colorless to pale yellow liquid under standard conditions, and the allyl side chain provides a reactive vinyl functionality in further transformations. The phenolic OH also participates in hydrogen bonding, influencing its reactivity and handling.

Uses

4-Allylphenol serves as an intermediate in organic synthesis and finds applications in fragrance and flavor industries due to its aromatic and allylic functionalities. The allyl group enables subsequent polymerization or crosslinking reactions, making it useful as a reactive monomer or crosslinker in coatings, resins, and related materials. It can also be employed in the synthesis of more complex phenolic compounds and in the preparation of specialty chemicals.

Safety and handling

As a phenolic compound, 4-allylphenol can be irritating to skin and eyes and may be harmful if inhaled or ingested. It should be handled with appropriate personal protective equipment and under suitable ventilation, following standard chemical safety practices. Proper storage away from heat and oxidizers is recommended.