3ethoxy4hydroxybenzaldehyde

3-ethoxy-4-hydroxybenzaldehyde is an aromatic aldehyde bearing a hydroxy group at the 4-position and an ethoxy group at the 3-position on the benzaldehyde ring. Its structure makes it a substituted benzaldehyde closely related to vanillin, but with an ethoxy substituent instead of a methoxy group.

Synonyms include 3-ethoxy-4-hydroxybenzaldehyde and 4-hydroxy-3-ethoxybenzaldehyde. The compound is typically discussed as an intermediate in organic synthesis, enabling the preparation of derivatives through etherification, esterification of the phenolic OH, or oxidation of the aldehyde to other functional groups.

Properties and behavior in isolation are not always fixed in summary references, but the molecule is characterized by features common to phenolic aldehydes with ether substituents: the aldehyde group provides a reactive site for further functionalization, the phenolic OH can engage in hydrogen bonding and participate in condensation reactions, and the ethoxy substituent can influence the ring’s reactivity toward electrophilic substitution.

Synthesis generally involves formylation or oxidation steps applied to suitably substituted phenols or their precursors. Common general approaches in the literature include electrophilic formylation of an appropriately substituted phenol, followed by purification to achieve selective substitution at the desired positions.

Applications include use as an intermediate in the preparation of fragrances, dyes, and pharmaceutical or polymer precursors. Derivatization of the phenolic OH or modification of the aldehyde group expands its utility in synthetic chemistry.

Safety considerations: as with many aromatic aldehydes and phenols, handling requires standard lab precautions due to potential irritation and flammability. Work in a well-ventilated area with appropriate protective equipment.

See also: 4-hydroxybenzaldehyde, 3-ethoxybenzaldehyde, vanillin.