Description

(5-Bromopyridin-2-yl)methanol (CAS No. 88139-91-7) is a high-purity brominated pyridine derivative with the molecular formula C₆H₆BrNO. This compound features a hydroxymethyl functional group at the 2-position and a bromine substituent at the 5-position of the pyridine ring, making it a versatile intermediate for organic synthesis and pharmaceutical research. It is supplied as a white to off-white crystalline powder with ≥98% purity (HPLC), ensuring consistency for sensitive applications. Ideal for cross-coupling reactions, nucleophilic substitutions, and as a precursor for ligands or bioactive molecules. Store under inert conditions at 2-8°C to maintain stability.

Properties

• CAS Number: 88139-91-7
• Complexity: 89.1
• IUPAC Name: (5-bromo-2-pyridyl)methanol
• InChI: InChI=1S/C6H6BrNO/c7-5-1-2-6(4-9)8-3-5/h1-3,9H,4H2
• InChI Key: RUCZFWMEACWFER-UHFFFAOYSA-N
• Exact Mass: 186.96328
• Molecular Formula: C6H6BrNO
• Molecular Weight: 188.02
• SMILES: C1=CC(=NC=C1Br)CO
• Topological: 33.1
• Monoisotopic Mass: 186.96328
• Synonyms: (5-Bromopyridin-2-yl)methanol, 618-116-0, 88139-91-7, 5-Bromo-2-hydroxymethylpyridine, 2-hydroxymethyl-5-bromopyridine, 5-Bromo-2-(hydroxymethyl)pyridine, 5-Bromo-2-pyridinemethanol, 2-PYRIDINEMETHANOL, 5-BROMO-, (5-Bromo-pyridin-2-yl)-methanol, MFCD04035597, H5AM7UXN25, (5-Bromanylpyridin-2-yl)methanol, 5-BROMOPYRIDINE-2-METHANOL, (5-bromo-2-pyridyl)methanol, (5-bromo-2-pyridyl)methan-1-ol, (5-BROMO-2-PYRIDINYL)METHANOL, UNII-H5AM7UXN25, 5-bromo-2-pyridine methanol, SCHEMBL506458, 5-Bromo-pyridin-2-yl-methanol, SCHEMBL7551937, (5-bromopyridin-2-yl)-methanol, DTXSID40409417, (5-Bromo-pyridin-2-yl)methanol (5-Bromo-2-hydroxymethylpyridine), BCP32564, CS-D0982, BBL100859, SBB065294, STL554653, AKOS005255303, FS-2167, PB18645, HY-32837, SY002137, DB-013611, 5-bromo-2-hydroxymethylpyridine, AldrichCPR, B3492, NS00125142, EN300-73884, Z1065600752, (5-Bromo-2-pyridyl)methanol;5-Bromo-2-hydroxymethylpyridine

Application

(5-Bromopyridin-2-yl)methanol is widely used as a key building block in Suzuki-Miyaura and other palladium-catalyzed cross-coupling reactions to synthesize complex heterocycles. It serves as a precursor for pharmaceuticals, agrochemicals, and functional materials due to its reactive bromine and alcohol moieties. Researchers also employ it in metal-organic framework (MOF) design and as a ligand modifier in catalysis.

Safety and Hazards

GHS Hazard Statements

• H302 (96.1%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (74.5%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (80.4%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (80.4%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (74.5%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (80.4%): 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, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (96.1%)
• Acute Tox. 4 (74.5%)
• Skin Irrit. 2 (80.4%)
• Eye Irrit. 2A (80.4%)
• Acute Tox. 4 (74.5%)
• STOT SE 3 (80.4%)

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