2Methoxyaniline

2-Methoxyaniline, also known as o-anisidine, is an aromatic amine in which a methoxy group (–OCH3) is attached to the benzene ring at the ortho position relative to the amino group (NH2). Its chemical formula is C7H9NO, and its approximate molecular weight is 123.15 g/mol. The methoxy substituent modulates the ring’s reactivity, particularly in coupling reactions used to form dyes and related compounds.

Physically, 2-methoxyaniline is typically a colorless to pale yellow solid or liquid with a sharp odor. It is soluble in many organic solvents and only moderately soluble in water. The substance has a relatively high boiling point, consistent with its aromatic amine structure, and is usually handled under standard organic-chemical conditions.

Preparation methods include reduction of 2-nitroanisole, which can be formed by nitration of anisole followed by selective reduction, or direct O-methylation of 2-aminophenol. It is also accessible through other synthetic routes used for producing methoxy-substituted anilines. In industry, 2-methoxyaniline serves as an intermediate for the synthesis of azo dyes and other organic chemicals.

Uses and safety: The primary use of 2-methoxyaniline is as an intermediate in the manufacture of dyes and related compounds. Like many arylamines, it can be an irritant and may pose health risks with improper handling. Proper safety precautions include working in a well-ventilated area, wearing appropriate protective equipment, and avoiding inhalation, ingestion, and skin contact.