Description

(3-Bromopyridin-4-yl)methanol (CAS No. 146679-66-5) is a high-purity brominated pyridine derivative with the molecular formula C₆H₆BrNO. This compound features a hydroxymethyl group at the 4-position and a bromine substituent at the 3-position of the pyridine ring, making it a versatile intermediate for pharmaceutical synthesis, agrochemical development, and material science research. With a molecular weight of 188.02 g/mol, it is supplied as a crystalline solid with >95% purity (HPLC) and is rigorously tested for consistency. Ideal for nucleophilic substitution reactions, cross-coupling reactions, and as a precursor for heterocyclic scaffolds. Store under inert conditions at 2-8°C to ensure stability.

Properties

• CAS Number: 146679-66-5
• Complexity: 89.1
• IUPAC Name: (3-bromo-4-pyridyl)methanol
• InChI: InChI=1S/C6H6BrNO/c7-6-3-8-2-1-5(6)4-9/h1-3,9H,4H2
• InChI Key: LQBUZBOVEZBDEB-UHFFFAOYSA-N
• Exact Mass: 186.96328
• Molecular Formula: C6H6BrNO
• Molecular Weight: 188.02
• SMILES: C1=CN=CC(=C1CO)Br
• Topological: 33.1
• Monoisotopic Mass: 186.96328
• Synonyms: 146679-66-5, (3-BROMOPYRIDIN-4-YL)METHANOL, DTXSID70676731, DTXCID70627480, 694-910-0, 3-Bromopyridine-4-methanol, 3-Bromo-4-pyridinemethanol, 4-Pyridinemethanol, 3-bromo-, 3-Bromo-4-(hydroxymethyl)pyridine, (3-BROMO-4-PYRIDYL)METHANOL, MFCD11847285, (3-Bromo-pyridin-4-yl)-methanol, (3-BROMO-4-PYRIDINYL)METHANOL, SCHEMBL527546, 3-bromo-4-hydroxymethylpyridine, SCHEMBL27721042, LQBUZBOVEZBDEB-UHFFFAOYSA-N, BBL102493, STL556296, AKOS005259969, CS-W003805, FS-3380, PB19192, (3-Bromo-4-pyridyl)methanol, AldrichCPR, SY021906, DB-022582, EN300-301912, AU-004/43508097

Application

(3-Bromopyridin-4-yl)methanol is widely used as a key building block in medicinal chemistry for the synthesis of kinase inhibitors and other bioactive molecules. Its reactive bromine and alcohol functional groups enable facile derivatization via Suzuki-Miyaura coupling or etherification. Researchers also employ it in the development of fluorescent probes and ligands for metal-organic frameworks (MOFs).

Safety and Hazards

GHS Hazard Statements

• H226 (50%): Flammable liquid and vapor [Warning Flammable liquids]
• H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
• 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

• P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (50%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (100%)

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