Basic Information:
Alias: 4-Bromoaniline, p-Bromoaniline
CAS No: 106-40-1
Molecular Formula: C6H6BrN
Molecular Weight: 172.02
Physical State:White to light yellow to light orange solid
Melting Point:56-62°C (lit.)
Boiling Point:230-250°C
Uses:Used in the manufacturing of azo dyes and organic synthesis
Employed in the preparation of dihydroquinazoline
4-Bromoaniline is an important organic compound with the chemical formula C6H6BrN. It is a brominated derivative of aniline, typically found as a white or light yellow solid. 4-Bromoaniline possesses significant chemical and physical properties, making it widely used in various industrial fields.
Chemical Properties
The molecular structure of 4-Bromoaniline contains an amino group (-NH2) and a bromine atom (-Br) positioned para to each other on the benzene ring. This structure imparts specific chemical properties to 4-bromoaniline. For example, it can ionize in a sodium hydroxide (NaOH) solution to form the sodium salt of 4-bromoaniline. This compound also participates in various organic synthesis reactions, such as nucleophilic substitution and reduction reactions.
Physical Properties
At room temperature, 4-Bromoaniline is a white or light yellow crystalline solid with a melting point of 63-65°C and a boiling point of 242°C. It has good solubility in ethanol, ether, and benzene, but low solubility in water. The density of 4-bromoaniline is 1.6 g/cm³, which gives it buoyancy in certain solvents.
Preparation Methods
4-Bromoaniline is typically prepared by the reduction of 4-bromonitrobenzene. This reaction can utilize various reducing agents, such as iron powder and hydrochloric acid, or hydrogen gas with a catalyst. The reaction product is then purified and crystallized to obtain pure 4-bromoaniline.
4-Bromoaniline Overview
4-Bromoaniline is an important organic compound with the chemical formula C6H6BrN. It is a brominated derivative of aniline, typically found as a white or light yellow solid. 4-Bromoaniline possesses significant chemical and physical properties, making it widely used in various industrial fields.
Chemical Properties
The molecular structure of 4-Bromoaniline contains an amino group (-NH2) and a bromine atom (-Br) positioned para to each other on the benzene ring. This structure imparts specific chemical properties to 4-Bromoaniline. For example, it can ionize in a sodium hydroxide (NaOH) solution to form the sodium salt of 4-bromoaniline. This compound also participates in various organic synthesis reactions, such as nucleophilic substitution and reduction reactions.
Physical Properties
At room temperature, 4-Bromoaniline is a white or light yellow crystalline solid with a melting point of 63-65°C and a boiling point of 242°C. It has good solubility in ethanol, ether, and benzene, but low solubility in water. The density of 4-Bromoaniline is 1.6 g/cm³, which gives it buoyancy in certain solvents.
Preparation Methods
4-Bromoaniline is typically prepared by the reduction of 4-bromonitrobenzene. This reaction can utilize various reducing agents, such as iron powder and hydrochloric acid, or hydrogen gas with a catalyst. The reaction product is then purified and crystallized to obtain pure 4-Bromoaniline
Applications
4-Bromoaniline has a wide range of applications in several fields:
Dyes and Pigments: As an intermediate in dye production, 4-Bromoaniline is used to synthesize various organic dyes and pigments.
Pharmaceuticals: In the pharmaceutical industry, 4-Bromoaniline is a key intermediate for some drugs, used in the synthesis of antibacterial agents and other medications.
Pesticides: 4-Bromoaniline is also an important raw material in pesticide synthesis, used to produce insecticides and herbicides.