Description

2-Bromo-6-methylphenol (CAS No. 13319-71-6) is a high-purity brominated phenolic compound with the molecular formula C₇H₇BrO. This aromatic organic compound is characterized by a bromine substituent at the 2-position and a methyl group at the 6-position of the phenol ring, making it a valuable intermediate in synthetic organic chemistry. Suitable for research and industrial applications, our product is rigorously tested to ensure ≥98% purity (HPLC/GC) and is supplied in sealed containers to maintain stability. Ideal for use in pharmaceutical synthesis, agrochemical development, and material science research. Available in quantities ranging from grams to multi-kilogram batches with customizable packaging options.

Key Features:

• High purity (≥98%) verified by HPLC/GC analysis
• Stable under recommended storage conditions (2-8°C, inert atmosphere)
• Compatible with electrophilic aromatic substitution and coupling reactions
• Batch-specific certificates of analysis available upon request

Properties

• CAS Number: 13319-71-6
• Complexity: 94.9
• IUPAC Name: 2-bromo-6-methyl-phenol
• InChI: InChI=1S/C7H7BrO/c1-5-3-2-4-6(8)7(5)9/h2-4,9H,1H3
• InChI Key: YXZPTVOCJLCMRO-UHFFFAOYSA-N
• Exact Mass: 185.96803
• Molecular Formula: C7H7BrO
• Molecular Weight: 187.03
• SMILES: CC1=C(C(=CC=C1)Br)O
• Topological: 20.2
• Monoisotopic Mass: 185.96803
• Synonyms: 2-Bromo-6-methylphenol, 13319-71-6, DTXSID50454993, DTXCID80405812, 678-240-6, 6-Bromo-o-cresol, Phenol, 2-bromo-6-methyl-, MFCD09907876, 6-bromo-2-methylphenol, 2-bromo-6-methyl phenol, SCHEMBL165286, SCHEMBL7695287, SCHEMBL11176416, SCHEMBL28711764, AKOS015891367, AC-27864, DA-12237, SY053250, B3126, CS-0044784, EN300-82648, 6-BROMO-O-CRESOL2-BROMO-6-METHYLPHENOL

Application

2-Bromo-6-methylphenol serves as a versatile building block in organic synthesis, particularly in the preparation of pharmaceutical intermediates through Suzuki-Miyaura coupling reactions. Its bromine moiety allows for further functionalization in palladium-catalyzed cross-coupling reactions, while the phenolic hydroxyl group enables etherification or esterification. Researchers utilize this compound in the development of liquid crystal materials and as a precursor for antimicrobial agents. The methyl group’s steric influence makes it valuable for studying regioselectivity in electrophilic aromatic substitutions.

Safety and Hazards

GHS Hazard Statements

• H302+H312+H332 (33.3%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]
• H302 (66.7%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (66.7%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H318 (33.3%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H319 (66.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (66.7%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (66.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (66.7%)
• Acute Tox. 4 (66.7%)
• Skin Irrit. 2 (100%)
• Eye Dam. 1 (33.3%)
• Eye Irrit. 2 (66.7%)
• Acute Tox. 4 (66.7%)
• STOT SE 3 (66.7%)

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