| IUPAC name
| Systematic IUPAC name
| Other names
|Molar mass||138.948 g/mol|
|Appearance||White to light yellow crystalline solid|
|Melting point||50 °C (122 °F; 323 K)|
|Boiling point||208 °C (406 °F; 481 K)|
|175 g/100 ml (25 °C)|
|Solubility|| Soluble in acetone, benzene, diethyl ether, ethanol, isopropanol, methanol|
Slightly soluble in chloroform
|Vapor pressure||0.119 mmHg at 25 °C|
|Safety data sheet||Sigma-Aldrich|
|Flash point||110 °C (230 °F; 383 K)|
| Acetic acid|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Bromoacetic acid is an organobromine chemical compound with the formula BrCH2COOH. It is a relatively strong alkylating agent.
Bromoacetic acid can be hydrolyzed to glycolic acid in strong basic conditions.
Bromoacetic acid is a near-colorless solid, very soluble in water and alcohols.
Bromoacetic acid is sold by lab suppliers, but due to its toxicity, it's hard to acquire.
Bromoacetic acid is prepared by bromination of acetic acid, in the presence of light.
- CH3COOH + Br2 → CH2BrCOOH + HBr
It can also be prepared by the Hell-Volhard-Zelinsky process:
- CH3COOH + Br2 + Red phosphorus → CH2BrCOOH
- Alkylating agent
- Make glycolic acid
Bromoacetic acid is toxic by inhalation, ingestion and skin contact. It is corrosive to metals and tissue. Wear gloves, goggles and an apron when handling the compound, and make sure you do not breathe the fumes.
In closed bottles.
Excess alkali will hydrolyze it to glycolic acid and sodium glycolate, which have low toxicity.