4-Bromo-3-chloro-1,2-benzenediamine

Basic Information

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CAS Number

1008361-80-5

Molecular Formula

C6H6BrClN2

Molecular Weight

221.49 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Amines

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

SMILES

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Nc1ccc(c(c1N)Cl)Br

InChI

InChI=1S/C6H6BrClN2/c7-3-1-2-4(9)6(10)5(3)8/h1-2H,9-10H2

InChIKey

VSDGRNKLELOPOS-UHFFFAOYSA-N

LogP

2.2669

Topological Polar Surface Area

52.04 Å²

Hydrogen Bond Donor/Acceptor

4 / 2

Complexity

122

Synonyms & References

English

4-Bromo-3-chlorobenzene-1,2-diamine
4-bromo-3-chloro-1,2-Benzenediamine
4-bromo-3-chloro-benzene-1,2-diamine
4-BROMO-3-CHLORO-1-2-BENZENEDIAMINE
4-broMo-3-chloro-benzene-l,2-diaMine
AK173062
1,2-Benzenediamine,4-bromo-3-chloro-
VSDGRNKLELOPOS-UHFFFAOYSA-N
FCH1634203
1,2-Benzenediamine, 4-bromo-3-chloro-
OR400387
AX8271918

MDL Number

MFCD22384798

FAQ

What are the physical and chemical properties of 4-Bromo-3-chloro-1,2-benzenediamine (CAS: 1008361-80-5)?

4-Bromo-3-chloro-1,2-benzenediamine is a crystalline compound with a molecular weight of approximately 244.03 g/mol. It has a low water solubility of about 0.02 g/L at 25°C. The compound is moderately reactive due to the presence of bromine and chlorine substituents, which can undergo various chemical reactions such as nucleophilic substitution and electrophilic aromatic substitution. It is insoluble in common organic solvents like ethanol and acetone but soluble in dimethylformamide (DMF).

How is 4-Bromo-3-chloro-1,2-benzenediamine (CAS: 1008361-80-5) typically synthesized?

4-Bromo-3-chloro-1,2-benzenediamine is typically synthesized by introducing bromine and chlorine substituents onto a diamine precursor through electrophilic aromatic substitution. Common methods include the bromination of 3-chloro-1,2-benzenediamine followed by selective chlorination. The reaction is usually catalyzed by Lewis acids or halide salts at elevated temperatures, with high yields and good selectivity achievable under optimized conditions.

What industries use 4-Bromo-3-chloro-1,2-benzenediamine (CAS: 1008361-80-5)?

4-Bromo-3-chloro-1,2-benzenediamine finds applications in the pharmaceutical industry as a precursor for drug synthesis, particularly in the development of certain antiviral and anti-inflammatory agents. It is also used in polymer chemistry for the modification of polymer properties, in the semiconductor industry for the production of photoresists, and in sensor technology for detecting specific chemical or biological analytes.

What precautions should be taken when handling 4-Bromo-3-chloro-1,2-benzenediamine (CAS: 1008361-80-5)?

When handling 4-Bromo-3-chloro-1,2-benzenediamine, it is essential to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat to protect against skin and eye contact. Handling should be performed in a fume hood to minimize exposure to airborne particles. In case of a spill, immediately contain the spill and clean it up using appropriate absorbent materials, following local safety guidelines. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal instructions.