Description

o-Bromonitrobenzene (CAS No. 577-19-5) is a high-purity aromatic compound with the molecular formula C₆H₄BrNO₂, widely used in organic synthesis and pharmaceutical research. This yellow crystalline solid, also known as 1-bromo-2-nitrobenzene, is a versatile intermediate for coupling reactions, electrophilic substitutions, and the preparation of advanced chemical derivatives. With a molecular weight of 202.01 g/mol, it exhibits excellent reactivity in palladium-catalyzed cross-coupling reactions (e.g., Suzuki, Heck) and serves as a precursor for dyes, agrochemicals, and pharmacologically active compounds. Our product is rigorously tested to ensure ≥98% purity (HPLC/GC), with low heavy metal content and consistent batch-to-batch performance. Packaged under inert gas to prevent degradation, it is ideal for sensitive applications in medicinal chemistry and material science.

Properties

• CAS Number: 577-19-5
• Complexity: 134
• IUPAC Name: 1-bromo-2-nitro-benzene
• InChI: InChI=1S/C6H4BrNO2/c7-5-3-1-2-4-6(5)8(9)10/h1-4H
• InChI Key: ORPVVAKYSXQCJI-UHFFFAOYSA-N
• Exact Mass: 200.94254
• Molecular Formula: C6H4BrNO2
• Molecular Weight: 202.01
• SMILES: C1=CC=C(C(=C1)[N+](=O)[O-])Br
• Topological: 45.8
• Monoisotopic Mass: 200.94254
• Physical Description: Light yellow solid;
• Vapor Pressure: 0.00989 [mmHg]
• Synonyms: 1-Bromo-2-nitrobenzene, 577-19-5, 2-Bromonitrobenzene, O-BROMONITROBENZENE, 2-Nitrobromobenzene, o-Nitrobromobenzene, Benzene, 1-bromo-2-nitro-, o-Nitrophenyl bromide, CCRIS 3113, NSC 403836, EINECS 209-409-0, AI3-01564, DTXSID9060364, oBromonitrobenzene, oNitrobromobenzene, 2Nitrobromobenzene, 1Bromo2nitrobenzene, oNitrophenyl bromide, Benzene, 1bromo2nitro, DTXCID4042252, 209-409-0, inchi=1/c6h4brno2/c7-5-3-1-2-4-6(5)8(9)10/h1-4, 2-bromo-1-nitrobenzene, 1-bromo-2-nitro-benzene, 1-Bromo-2-nitrobenze, ortho-bromonitrobenzene, NSC-403836, bromnitrobenzol, 1-bromonitrobenzene, 2-bromo nitrobenzene, 2-bromo-nitrobenzene, MFCD00007045, 2-Nitrophenyl bromide, BROMONITROBENZENE, 2-Nitro-1-bromobenzene, QP2NF456XV, SCHEMBL25007, ghl.PD_Mitscher_leg0.917, SCHEMBL232701, SCHEMBL232839, SCHEMBL1179577, SCHEMBL1179579, 1-Bromo-2-nitrobenzene, 98%, SCHEMBL11526488, o-Nitrobromobenzene, liquid or solid, NSC403836, SBB064688, SC5002, STL280234, AKOS000119812, AC-3283, FB54874, PS-6281, DB-019067, A8220, B0622, NS00033775, ST50406252, EN300-19640, 1-Bromo-2-nitrobenzene 1000 microg/mL in Acetone, 1-Bromo-2-nitrobenzene 1000 microg/mL in Methanol, Q63398444, o-Nitrobromobenzene, liquid or solid [UN2732] [Keep away from food]

Application

o-Bromonitrobenzene is a key building block in the synthesis of pharmaceuticals, particularly for creating benzimidazole derivatives and other nitrogen-containing heterocycles. It serves as a precursor for Suzuki-Miyaura cross-coupling reactions to form biaryl compounds used in drug discovery. The compound is also employed in agrochemical production and as an intermediate for organic dyes and pigments. Researchers utilize its nitro and bromo functional groups for sequential functionalization in multistep syntheses.

Safety and Hazards

GHS Hazard Statements

• H301 (11.5%): Toxic if swallowed [Danger Acute toxicity, oral]
• H302 (84.6%): Harmful if swallowed [Warning Acute toxicity, oral]
• H311 (11.5%): Toxic in contact with skin [Danger Acute toxicity, dermal]
• H315 (88.5%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (88.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (86.5%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
• H373 (15.4%): May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]

Precautionary Statements

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

Hazard Classes and Categories

• Acute Tox. 3 (11.5%)
• Acute Tox. 4 (84.6%)
• Acute Tox. 3 (11.5%)
• Skin Irrit. 2 (88.5%)
• Eye Irrit. 2 (88.5%)
• STOT SE 3 (86.5%)
• STOT RE 2 (15.4%)

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