Description

3-Bromo-2-nitroaniline (CAS No. 7138-15-0) is a high-purity aromatic compound with the molecular formula C₆H₅BrN₂O₂, widely utilized in organic synthesis and pharmaceutical research. This yellow to orange crystalline powder exhibits excellent stability under standard conditions, making it a reliable reagent for nucleophilic substitution and coupling reactions. With a molecular weight of 217.02 g/mol, it is soluble in organic solvents such as ethanol, DMSO, and acetone, but insoluble in water. Ideal for researchers and scientists, our product is rigorously tested for purity (typically ≥97% by HPLC or GC analysis) and is supplied in secure, tamper-evident packaging to ensure integrity during transit. Store in a cool, dry place away from light and oxidizing agents.

Properties

• CAS Number: 7138-15-0
• Complexity: 159
• IUPAC Name: 3-bromo-2-nitro-aniline
• InChI: InChI=1S/C6H5BrN2O2/c7-4-2-1-3-5(8)6(4)9(10)11/h1-3H,8H2
• InChI Key: GLKHLBAXHLAQBJ-UHFFFAOYSA-N
• Exact Mass: 215.95344
• Molecular Formula: C6H5BrN2O2
• Molecular Weight: 217.02
• SMILES: C1=CC(=C(C(=C1)Br)[N+](=O)[O-])N
• Topological: 71.8
• Monoisotopic Mass: 215.95344
• Synonyms: 3-Bromo-2-nitroaniline, 7138-15-0, DTXSID10618776, DTXCID90569530, 810-100-3, 3-bromo-2-nitrobenzenamine, MFCD08063248, 3-bromo-2-nitrophenylamine, SCHEMBL1161841, GLKHLBAXHLAQBJ-UHFFFAOYSA-N, SBB064484, AKOS005257073, AC-3660, CS-W014826, PS-4206, SY024324, DB-006365, EN300-109346, 2-Amino-6-bromonitrobenzene, 3-Amino-2-nitrobromobenzene

Application

3-Bromo-2-nitroaniline serves as a key intermediate in the synthesis of dyes, agrochemicals, and pharmaceutical compounds. Its nitro and bromo functional groups enable versatile reactivity in palladium-catalyzed cross-coupling reactions (e.g., Suzuki or Buchwald-Hartwig). Researchers also employ it to construct heterocyclic frameworks in medicinal chemistry. The compound is particularly valuable in the development of optoelectronic materials due to its electron-withdrawing properties.

Safety and Hazards

GHS Hazard Statements

• H301+H311+H331 (25%): Toxic if swallowed, in contact with skin or if inhaled [Danger Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]
• H301 (25%): Toxic if swallowed [Danger Acute toxicity, oral]
• H302+H312+H332 (25%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]
• H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
• H311 (25%): Toxic in contact with skin [Danger Acute toxicity, dermal]
• H312 (50%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (75%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (75%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H331 (25%): Toxic if inhaled [Danger Acute toxicity, inhalation]
• H332 (50%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (75%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
• H373 (25%): May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]
• H412 (25%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P260, P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (25%)
• Acute Tox. 4 (50%)
• Acute Tox. 3 (25%)
• Acute Tox. 4 (50%)
• Skin Irrit. 2 (75%)
• Eye Irrit. 2A (75%)
• Acute Tox. 3 (25%)
• Acute Tox. 4 (50%)
• STOT SE 3 (75%)
• STOT RE 2 (25%)
• Aquatic Chronic 3 (25%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.