pmethoxyaniline

pmethoxyaniline, also known as p-anisidine or 4-methoxyaniline, is an aromatic amine in which a methoxy group is para to the amino group on a benzene ring. Its chemical formula is C7H9NO and its molar mass is 123.15 g/mol. The molecule is a para-substituted aniline derivative, with the methoxy substituent acting as an electron-donating group and the amino group providing the typical amine reactivity of anilines.

Industrial relevance and applications include its use as an intermediate in the synthesis of dyes, pigments, and related organic compounds. It participates in diazotization and subsequent azo coupling to form various azo dyes. It is also employed in the synthesis of pharmaceutical and agrochemical intermediates, and in research settings as a reactive amine for substitution and coupling reactions.

Production and routes of manufacture are designed to provide the para-substituted amine. One common industrial route involves the reduction of 4-nitroanisole to the corresponding amine; alternative routes may start from other methoxy-substituted aryl precursors or involve amination of suitable precursors in a controlled manner. As with other aromatic amines, process conditions are chosen to optimize para-selectivity and to minimize formation of undesired isomeric products.

Safety and handling considerations are important for pmethoxyaniline. It is a toxic, irritant chemical that can affect the skin, eyes, and respiratory tract; exposure should be minimized and handled under appropriate ventilation with proper personal protective equipment. It should be stored in a cool, well-ventilated area in tightly closed containers, away from oxidizers and heat. Regulatory controls may apply to its manufacture, handling, and disposal due to potential hazards associated with aniline derivatives.