Description

4-Bromo-2,6-difluorobenzyl alcohol (CAS No. 162744-59-4) is a high-purity fluorinated benzyl alcohol derivative with the molecular formula C₇H₅BrF₂O. This compound, also known by its IUPAC name (4-bromo-2,6-difluorophenyl)methanol, is a versatile building block in synthetic organic chemistry, particularly in pharmaceutical and agrochemical research. Its unique bromo- and difluoro-substituted aromatic structure enhances reactivity for cross-coupling reactions, nucleophilic substitutions, and other transformations. Supplied as a white to off-white crystalline solid with ≥95% purity (HPLC), it is rigorously tested for consistency and stability. Ideal for use in Suzuki-Miyaura couplings, etherifications, and as a precursor for bioactive molecules. Store under inert conditions at 2-8°C to maintain integrity.

Properties

• CAS Number: 162744-59-4
• Complexity: 122
• IUPAC Name: (4-bromo-2,6-difluoro-phenyl)methanol
• InChI: InChI=1S/C7H5BrF2O/c8-4-1-6(9)5(3-11)7(10)2-4/h1-2,11H,3H2
• InChI Key: LSRHFWSNUFIKER-UHFFFAOYSA-N
• Exact Mass: 221.94918
• Molecular Formula: C7H5BrF2O
• Molecular Weight: 223.01
• SMILES: C1=C(C=C(C(=C1F)CO)F)Br
• Topological: 20.2
• Monoisotopic Mass: 221.94918
• Synonyms: 4-Bromo-2,6-difluorobenzyl alcohol, 162744-59-4, DTXSID80378355, DTXCID80329382, 627-656-6, lsrhfwsnufiker-uhfffaoysa-n, (4-bromo-2,6-difluorophenyl)methanol, Benzenemethanol, 4-bromo-2,6-difluoro-, MFCD03094461, (4-bromo-2,6-difluoro-phenyl)methanol, 4-BROMO-2,6-DIFLUOROBENZYLALCOHOL, 2,6-Difluoro-4-bromobenzyl alcohol, SCHEMBL378361, SBB064330, AKOS005145776, AC-1683, CS-W003006, FB69822, (4-bromo-2,6-difluorophenyl)-methanol, AS-15025, SY017583, (4-bromo-2,6-difluorophenyl)methan-1-ol, 4-Bromo-2,6-difluorobenzyl alcohol, 98%, DB-011370, B5090, 5-Bromo-2-hydroxymethyl-1,3-difluoro-benzene, EN300-246696, Z1269216566

Application

4-Bromo-2,6-difluorobenzyl alcohol is widely employed as a key intermediate in the synthesis of fluorinated pharmaceuticals, including kinase inhibitors and antimicrobial agents. Its bromo and hydroxyl groups enable facile functionalization for constructing complex heterocycles or chiral scaffolds. Researchers utilize this compound in palladium-catalyzed cross-coupling reactions to introduce fluorinated benzyl motifs into target molecules. It also serves as a precursor for PROTACs (Proteolysis-Targeting Chimeras) due to its balanced lipophilicity and reactivity.

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 (97.6%): 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. 2 (100%)
• STOT SE 3 (97.6%)

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