4aminobenzaldehyde

4-Aminobenzaldehyde, also known as p-aminobenzaldehyde, is an aromatic aldehyde with the formula C7H7NO. It features a benzene ring bearing an aldehyde group (CHO) at the 1-position and an amino group (NH2) at the para (4) position. The para substitution gives it distinct reactivity compared with other isomers.

Physically, 4-aminobenzaldehyde is typically described as a white to pale yellow crystalline solid. It is moderately soluble in water and more soluble in a range of organic solvents such as ethanol, acetone, and dichloromethane. The amino group confers basic character, enabling formation of Schiff bases and various imine or amide derivatives.

Synthesis of 4-aminobenzaldehyde can be achieved through several routes. Common methods include selective oxidation of 4-aminobenzyl alcohol or catalytic reduction of 4-nitrobenzaldehyde to the corresponding amine, leaving the aldehyde functionality intact. Other synthetic routes may start from related nitro or amino precursors followed by functional group interconversions.

Uses of 4-aminobenzaldehyde are broad in organic synthesis. It serves as a versatile building block for the preparation of Schiff bases, azo dyes, and various heterocycles. It also functions as an intermediate for pharmaceutical and agrochemical compounds and can be converted into amides, imines, and other derivatives.

Safety and handling guidelines are typical for aromatic amines and aldehydes. The substance can be an irritant and harmful if swallowed or inhaled. It should be handled in a well-ventilated area or fume hood, with appropriate personal protective equipment, and stored away from oxidizing agents and heat.