5-Bromo-3-methyl-1,2-benzenediamine(CAS: 76153-06-5)

5-Bromo-3-methyl-1,2-benzenediamine is a crystalline solid with a molecular weight of approximately 201.04 g/mol. It has a pKa of 5.5 and a slight basicity. The compound is slightly soluble in water and more soluble in organic solvents like ethanol and acetone. It is chemically reactive, particularly towards nucleophiles and reducing agents.

5-Bromo-3-methyl-1,2-benzenediamine is typically synthesized by bromination of 3-methyl-1,2-benzenediamine using N-bromosuccinimide (NBS) in the presence of a radical initiator like azobisisobutyronitrile (AIBN). The reaction yields a high selectivity towards the bromination at the meta position.

5-Bromo-3-methyl-1,2-benzenediamine is used in pharmaceuticals for the synthesis of certain drugs, in polymers for functionalization, in sensors for detection, and in semiconductors for doping. It is also used as a precursor in organic synthesis and material science.

Handling 5-Bromo-3-methyl-1,2-benzenediamine requires the use of personal protective equipment (PPE) such as gloves, goggles, and a laboratory coat. The substance should be stored in a cool, dry place away from direct sunlight. Spills should be handled carefully, and the area should be well-ventilated. Refer to the Safety Data Sheet (SDS) for specific guidance on spill cleanup and disposal procedures.