metaaminophenol

Metaaminophenol, also known as 3-aminophenol or m-aminophenol, is an organic compound that combines a phenol group with an amino group on the meta position of the benzene ring. It is one of the three isomeric aminophenols, the others being o-aminophenol and p-aminophenol. The molecule features a benzene ring bearing both a hydroxyl and an amino substituent in the 1,3 arrangement.

In terms of properties, meta-aminophenol is typically a colorless to pale yellow solid at room temperature. It is soluble in water and in a range of organic solvents. The compound can be reactive due to the presence of both the amine and phenolic functionalities, which facilitates further chemical transformations in synthesis.

Industrial relevance and applications are mainly as a chemical intermediate. Metaaminophenol is used in the synthesis of dyes and pigments and can serve as a building block for other organic compounds and pharmaceutical intermediates. Its dual functional groups enable various substitutions and coupling reactions that are common in organic manufacturing.

Safety and handling considerations are important. Metaaminophenol can be irritating to the skin, eyes, and respiratory tract and may be harmful if inhaled, ingested, or absorbed through the skin. Some aminophenols have been associated with methemoglobinemia and other toxic effects at high exposure levels, so appropriate engineering controls, personal protective equipment, and proper storage are advised. It should be kept away from oxidizers and stored in a cool, well-ventilated area.

See also: o-aminophenol, p-aminophenol, paracetamol (acetaminophen).