Description

4-Bromo-5-fluoro-1,2-benzenediamine (CAS No. 153505-37-4) is a high-purity aromatic diamine compound with the molecular formula C₆H₆BrFN₂. This halogenated benzene derivative is a valuable building block in organic synthesis, particularly for the development of pharmaceuticals, agrochemicals, and specialty materials. Its IUPAC name is 4-bromo-5-fluorobenzene-1,2-diamine, and it features both bromo and fluoro substituents on the benzene ring, offering unique reactivity for cross-coupling reactions and heterocycle formation. The compound is supplied as a crystalline solid with ≥95% purity (HPLC) and is rigorously tested for consistency in quality, making it ideal for research and industrial applications. Proper storage under inert conditions is recommended to maintain stability.

Properties

• CAS Number: 153505-37-4
• Complexity: 122
• IUPAC Name: 4-bromo-5-fluoro-benzene-1,2-diamine
• InChI: InChI=1S/C6H6BrFN2/c7-3-1-5(9)6(10)2-4(3)8/h1-2H,9-10H2
• InChI Key: NDXWAQNAHFBGML-UHFFFAOYSA-N
• Exact Mass: 203.96984
• Molecular Formula: C6H6BrFN2
• Molecular Weight: 205.03
• SMILES: C1=C(C(=CC(=C1F)Br)N)N
• Topological: 52
• Monoisotopic Mass: 203.96984
• Synonyms: 153505-37-4, 4-bromo-5-fluoro-1,2-benzenediamine, 640-288-0, 4-Bromo-5-fluorobenzene-1,2-diamine, 1,2-Benzenediamine, 4-bromo-5-fluoro-, 4-Bromo-5-fluoro-1,2-phenylenediamine, MFCD08458150, 4-BROMO-5-FLUORO-1,2-PHENYLENEDIAMINE 98, 4-Bromo-5-fluoro-o-phenylenediamine, SCHEMBL241198, DTXSID70601467, NDXWAQNAHFBGML-UHFFFAOYSA-N, SBB093404, 4-Bromo-5-fluoro-1,2-diaminobenzene, AKOS013154142, 4-bromo-5- fluorobenzene-l,2-diamine, CCG-302588, PS-8114, SB78077, 1,2-Benzenediamine,4-bromo-5-fluoro-, SY035383, CS-0098663, 4-Bromo-5-fluorobenzene-1 pound not2-diamine, EN300-98948, F30213, Z1269223296, 4-Bromo-5-fluorophenylene-1,2-diamine, 1-Bromo-4,5-diamino-2-fluorobenzene

Application

4-Bromo-5-fluoro-1,2-benzenediamine serves as a versatile intermediate in medicinal chemistry for the synthesis of fluorinated and brominated heterocycles, such as benzimidazoles and quinoxalines. It is particularly useful in the development of kinase inhibitors and other bioactive molecules due to its halogenated aromatic structure. Researchers also employ it in material science for designing advanced polymers and ligands for catalytic systems.

Safety and Hazards

GHS Hazard Statements

• H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (50%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (50%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (50%)
• Acute Tox. 4 (50%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• Acute Tox. 4 (50%)
• STOT SE 3 (100%)

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