Description

2-Amino-4-bromobenzoic acid (CAS No. 20776-50-5) is a high-purity brominated aromatic compound with the molecular formula C₇H₆BrNO₂. This versatile intermediate is widely utilized in organic synthesis, pharmaceutical research, and material science due to its reactive amino and carboxyl functional groups. With a purity of ≥97%, this product is ideal for coupling reactions, heterocycle synthesis, and as a building block for bioactive molecules. Its bromo-substitution offers unique reactivity for cross-coupling reactions such as Suzuki or Buchwald-Hartwig amination. Packaged under inert conditions to ensure stability, this compound is a must-have for researchers seeking precision and reliability in their chemical workflows.

Properties

• CAS Number: 20776-50-5
• Complexity: 163
• IUPAC Name: 2-amino-4-bromo-benzoic acid
• InChI: InChI=1S/C7H6BrNO2/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3H,9H2,(H,10,11)
• InChI Key: BNNICQAVXPXQAH-UHFFFAOYSA-N
• Exact Mass: 214.95819
• Molecular Formula: C7H6BrNO2
• Molecular Weight: 216.03
• SMILES: C1=CC(=C(C=C1Br)N)C(=O)O
• Topological: 63.3
• Monoisotopic Mass: 214.95819
• Synonyms: 2-Amino-4-bromobenzoic acid, 20776-50-5, benzoic acid, 2-amino-4-bromo-, WZ79Y7SDK5, EINECS 244-025-7, DTXSID40174855, DTXCID8097346, 244-025-7, 4-Bromoanthranilic Acid, 2-Amino-4-bromobenzoicacid, MFCD03618454, 5-Bromo-2-carboxyaniline, 2-amino-4-bromo-benzoic acid, UNII-WZ79Y7SDK5, 4-bromo-2-aminobenzoic acid, SCHEMBL148392, 2-Aminobenzoic acid, 4-bromo-, 2-azanyl-4-bromanyl-benzoic acid, BCP14460, 2-Amino-4-bromobenzoic acid, 97%, SBB052622, AKOS005257742, AC-1317, CS-W003093, FA46823, HY-W003093, MB02895, PS-3686, NCGC00171016-01, SY008187, DB-005165, B3356, NS00026735, ST50949543, EN300-42681, PK04_096199, VU0549291-1, A814874, F9995-0103, Z431518646

2-Amino-4-bromobenzoic acid serves as a key intermediate in the synthesis of pharmaceuticals, agrochemicals, and specialty chemicals. Its reactive sites enable facile derivatization for drug discovery, particularly in anticancer and antimicrobial agent development. The compound is also employed in material science for designing organic semiconductors and dyes. Researchers leverage its bromo group for palladium-catalyzed cross-coupling reactions to construct complex molecular architectures.

Safety and Hazards

GHS Hazard Statements

• H301 (95.7%): Toxic if swallowed [Danger Acute toxicity, oral]
• H319 (10.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P270, P280, P301+P316, P305+P351+P338, P321, P330, P337+P317, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (95.7%)
• Eye Irrit. 2 (10.6%)

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