Description

2-Bromo-4-chloroanisole (CAS No. 60633-25-2) is a high-purity halogenated aromatic compound with the molecular formula C₇H₆BrClO and IUPAC name 2-bromo-4-chloro-1-methoxybenzene. This crystalline solid is a versatile intermediate in organic synthesis, particularly in pharmaceutical and agrochemical research. With a molecular weight of 221.48 g/mol, it features a bromo and chloro substituent on the benzene ring, offering unique reactivity for cross-coupling reactions, nucleophilic substitutions, and other transformations. Suitable for use in controlled environments, this compound is rigorously tested for purity (typically ≥95% by GC or HPLC) and is supplied in sealed, light-resistant containers to ensure stability. Ideal for researchers developing novel bioactive molecules or studying regioselective aromatic functionalization.

Properties

• CAS Number: 60633-25-2
• Complexity: 110
• IUPAC Name: 2-bromo-4-chloro-1-methoxy-benzene
• InChI: InChI=1S/C7H6BrClO/c1-10-7-3-2-5(9)4-6(7)8/h2-4H,1H3
• InChI Key: YJEMGEBDXDPBSP-UHFFFAOYSA-N
• Exact Mass: 219.92906
• Molecular Formula: C7H6BrClO
• Molecular Weight: 221.48
• SMILES: COC1=C(C=C(C=C1)Cl)Br
• Topological: 9.2
• Monoisotopic Mass: 219.92906
• Synonyms: 2-Bromo-4-chloroanisole, 60633-25-2, DTXSID70334788, DTXCID20285877, yjemgebdxdpbsp-uhfffaoysa-n, 2-Bromo-4-chloro-1-methoxybenzene, MFCD00079705, 2-bromo-4-chloro-1-methoxy-benzene, Benzene, 2-bromo-4-chloro-1-methoxy-, 1-Bromo-5-chloro-2-methoxybenzene; 2-Bromo-4-chloro-1-methoxybenzene; 4-Chloro-2-bromoanisole, 2-bromo4-chloroanisole, 4-chloro-2-bromanisole, 2-bromo-4-chloro anisole, SCHEMBL929274, 3-bromo-4-methoxychlorobenzene, SCHEMBL27278791, 2-bromo-4-chloro-1-methoxy benzene, AC-158, 2-Bromo-4-chloro-1-methoxybenzene #, AKOS000121084, CS-W014730, PS-7849, SY016835, DB-020621, B3111, NS00020674, ST50405639, EN300-23993, F10964

Application

2-Bromo-4-chloroanisole serves as a key building block in the synthesis of complex organic molecules, particularly in pharmaceutical and material science research. It is used in Suzuki-Miyaura and Buchwald-Hartwig coupling reactions to create biaryl structures. The compound’s halogenated aromatic ring makes it valuable for developing antimicrobial and antifungal agents. Researchers also utilize it in ligand design for catalysis and as a precursor in dye synthesis.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, 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 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (100%)

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