Description
(5-Bromo-2-chlorophenyl)methanol (CAS No. 149965-40-2) is a high-purity aromatic alcohol derivative with the molecular formula C7H6BrClO. This halogen-substituted benzylic alcohol is a versatile intermediate in organic synthesis, offering exceptional reactivity for nucleophilic substitution, esterification, and oxidation reactions. Its unique structure, featuring both bromo and chloro substituents on the phenyl ring, enables precise regioselective transformations in pharmaceutical and agrochemical manufacturing. Supplied as a white to off-white crystalline solid with ≥98% purity (HPLC), it is packaged under inert gas to ensure stability. Ideal for Suzuki couplings, ether formation, and chiral auxiliary applications. Store at 2-8°C in a tightly sealed container.
Properties
- CAS Number: 149965-40-2
- Complexity: 110
- IUPAC Name: (5-bromo-2-chloro-phenyl)methanol
- InChI: InChI=1S/C7H6BrClO/c8-6-1-2-7(9)5(3-6)4-10/h1-3,10H,4H2
- InChI Key: SCHBQPIVMBDOQF-UHFFFAOYSA-N
- Exact Mass: 219.92906
- Molecular Formula: C7H6BrClO
- Molecular Weight: 221.48
- SMILES: C1=CC(=C(C=C1Br)CO)Cl
- Topological: 20.2
- Monoisotopic Mass: 219.92906
- Synonyms: (5-bromo-2-chlorophenyl)methanol, 963-715-5, 5-Bromo-2-chlorobenzyl alcohol, 149965-40-2, BENZENEMETHANOL, 5-BROMO-2-CHLORO-, MFCD02683548, 5-BROMO-2-CHLOROBENZYL ALCOHOL 97, (5-bromo-2-chloro-phenyl)methanol, 5-Bromo-2-chlorobenzylalcohol, SCHEMBL154181, SCHEMBL16962196, SCHEMBL27552716, DTXSID30408070, SCHBQPIVMBDOQF-UHFFFAOYSA-N, (5-bromo-2-chlorophenyl) methanol, RKL10121, (5-Bromo-2-chloro-phenyl)-methanol, AKOS009157291, 5-Bromo-2-chlorobenzyl alcohol, 97%, AC-4155, CS-W008496, MB02484, 1-bromo-4-chloro-3-hydroxymethyl-benzene, 4-bromo-1-chloro-2-hydroxymethyl-benzene, SY025163, TS-03173, B3946, EN300-384352, Z415730034
Application
(5-Bromo-2-chlorophenyl)methanol serves as a critical building block in the synthesis of active pharmaceutical ingredients (APIs), particularly for antipsychotic and antiviral compounds. Its benzylic hydroxyl group facilitates conjugation with biomolecules in proteomics research, while the halogenated aromatic ring enables palladium-catalyzed cross-coupling reactions. Researchers utilize this compound to develop novel liquid crystal materials and photoactive polymers due to its electron-withdrawing substituents.
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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