Ethoxyaniline

Ethoxyaniline, also known as p-phenetidine or 4-ethoxyaniline, is an organic compound with the chemical formula C8H11NO. It is an aniline derivative where an ethoxy group (-OCH2CH3) is attached to the para position of the benzene ring. It typically appears as a colorless to light brown liquid or solid with a characteristic odor. Ethoxyaniline is sparingly soluble in water but readily soluble in organic solvents like ethanol and ether.

The compound is primarily used as an intermediate in the synthesis of various organic chemicals, most notably dyes and pharmaceuticals. It is a key building block for certain azo dyes, which are used to color textiles, paper, and other materials. In the pharmaceutical industry, ethoxyaniline can be a precursor to analgesic drugs and other medicinal compounds. Its reactivity stems from both the amino group and the ethoxy substituent on the aromatic ring, allowing for diverse chemical transformations.

Ethoxyaniline can be synthesized through several methods, often involving the reduction of p-nitrophenetole or the ethoxylation of aniline under specific conditions. Like many aromatic amines, ethoxyaniline should be handled with care, as it can be toxic and may cause skin irritation or allergic reactions. Appropriate safety precautions, including ventilation and personal protective equipment, are recommended when working with this chemical.