Description

3-Bromoanisole (CAS No. 2398-37-0), also known as 1-bromo-3-methoxybenzene or m-Bromoanisole, is a high-purity aromatic bromo compound with the molecular formula C₇H₇BrO. This organobromine reagent features a methoxy group meta to the bromine substituent, making it a versatile intermediate in synthetic organic chemistry. Available in >98% purity (GC), our 3-Bromoanisole is rigorously tested for consistency, with low levels of non-volatile residues and trace metals. Suitable for Grignard reactions, cross-coupling (e.g., Suzuki, Stille), and electrophilic aromatic substitutions. Packaged under inert gas in amber glass bottles to ensure stability. Technical data includes: MW 187.04 g/mol, density 1.49 g/cm³, boiling point 211-213°C, and refractive index n²⁰_D 1.562. Store at 2-8°C in a dry environment.

Properties

• CAS Number: 2398-37-0
• Complexity: 85
• IUPAC Name: 1-bromo-3-methoxy-benzene
• InChI: InChI=1S/C7H7BrO/c1-9-7-4-2-3-6(8)5-7/h2-5H,1H3
• InChI Key: PLDWAJLZAAHOGG-UHFFFAOYSA-N
• Exact Mass: 185.96803
• Molecular Formula: C7H7BrO
• Molecular Weight: 187.03
• SMILES: COC1=CC(=CC=C1)Br
• Topological: 9.2
• Monoisotopic Mass: 185.96803
• Physical Description: Clear light yellow liquid;
• Vapor Pressure: 0.28 [mmHg]
• Synonyms: 3-Bromoanisole, 2398-37-0, 1-BROMO-3-METHOXYBENZENE, m-Bromoanisole, 3-Methoxybromobenzene, m-Bromomethoxybenzene, Benzene, 1-bromo-3-methoxy-, Anisole, m-bromo-, m-Methoxybromobenzene, 3-Methoxy-1-bromobenzene, m-Bromophenyl methyl ether, NSC 82293, 7ZO6TY38WY, DTXSID4044618, EINECS 219-264-5, NSC-82293, DTXCID2024618, mBromoanisole, Anisole, mbromo, mBromomethoxybenzene, mMethoxybromobenzene, 3Methoxybromobenzene, 1Bromo3methoxybenzene, 3Methoxy1bromobenzene, Benzene, 1bromo3methoxy, mBromophenyl methyl ether, Anisole, mbromo (8CI), Anisole, m-bromo-(8CI), 219-264-5, inchi=1/c7h7bro/c1-9-7-4-2-3-6(8)5-7/h2-5h,1h, meta-bromoanisole, MFCD00000081, 1-bromo-3-methoxy-benzene, 3-bromo-1-methoxybenzene, 3-Bromo anisole, m-Anisyl bromide, 1-Bromo-3-(methoxy-d3)benzene-2,4,6-D?, m-Methoxyphenyl bromide, 3-Methoxyphenyl bromide, UNII-7ZO6TY38WY, meta bromoanisole, 3-Bromoanisol, 3-bromo-anisole, 3-bromo-anisol, 2848674-51-9, NSC82293, 3-methoxy bromobenzene, 3-methoxy-bromobenzene, 1-bromo-3-methoxy benzene, 3-Bromoanisole, >=98%, 1-bromanyl-3-methoxy-benzene, SCHEMBL156145, SCHEMBL158136, SCHEMBL272562, SCHEMBL980218, SCHEMBL1068523, SCHEMBL1068597, SCHEMBL8008145, CHEMBL3182998, SCHEMBL12015262, STR06107, 3-Methoxybromobenzene m-Bromoanisole, Tox21_302612, SBB007886, AKOS000120527, CS-W016868, FB05066, PS-4128, NCGC00256727-01, AC-15078, SY002244, CAS-2398-37-0, DB-030907, B0545, NS00027527, ST50406338, EN300-16116, A817024, Q27269080, F0001-0820

Application

3-Bromoanisole serves as a key building block in pharmaceutical and agrochemical synthesis, particularly for introducing methoxyphenyl motifs. It is employed in palladium-catalyzed cross-coupling reactions to construct biaryl ethers and complex aromatic systems. Researchers utilize this compound as a precursor for liquid crystals and OLED materials due to its stable aromatic core. The bromine moiety allows further functionalization via halogen-metal exchange or nucleophilic substitution.

Safety and Hazards

GHS Hazard Statements

• H315 (26.4%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (26.4%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (11.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
• H412 (83%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

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

Hazard Classes and Categories

• Skin Irrit. 2 (26.4%)
• Eye Irrit. 2A (26.4%)
• STOT SE 3 (11.3%)
• Aquatic Chronic 3 (83%)

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