Description

(3-Hydroxyphenyl)boronic Acid (CAS No. 87199-18-6) is a high-purity boronic acid derivative with the molecular formula C₆H₇BO₃. This compound features a boronic acid functional group attached to a 3-hydroxyphenyl ring, making it a valuable intermediate in organic synthesis and pharmaceutical research. With a molecular weight of 137.93 g/mol, it is commonly used in Suzuki-Miyaura cross-coupling reactions due to its stability and reactivity. The product is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC), ensuring consistency for sensitive applications. Store in a cool, dry place under inert conditions to maintain stability. Ideal for researchers in medicinal chemistry, material science, and catalysis.

Properties

• CAS Number: 87199-18-6
• Complexity: 107
• IUPAC Name: (3-hydroxyphenyl)boronic acid
• InChI: InChI=1S/C6H7BO3/c8-6-3-1-2-5(4-6)7(9)10/h1-4,8-10H
• InChI Key: WFWQWTPAPNEOFE-UHFFFAOYSA-N
• Exact Mass: 138.0488242
• Molecular Formula: C6H7BO3
• Molecular Weight: 137.93
• SMILES: B(C1=CC(=CC=C1)O)(O)O
• Topological: 60.7
• Monoisotopic Mass: 138.0488242
• Synonyms: 87199-18-6, (3-hydroxyphenyl)boronic Acid, WFWQWTPAPNEOFE-UHFFFAOYSA-, 677-211-5, inchi=1/c6h7bo3/c8-6-3-1-2-5(4-6)7(9)10/h1-4,8-10h, 3-Hydroxyphenylboronic acid, 3-Hydroxybenzeneboronic acid, MFCD01074603, 3-hydroxyphenyl boronic acid, CHEMBL2146990, 3-Hydroxyphenylboronicacid, M-HYDROXYPHENYLBORONIC ACID, Boronic acid, (3-hydroxyphenyl)-, 3-BORONOPHENOL, 3-hydroxyphenyboronic acid, SCHEMBL8884, 3-hydroxy phenylboronic acid, 3-hydroxy-phenylboronic acid, 3-hydroxyphenyl-boronic acid, (3-hydroxyphenyl)boronicAcid, 3-hydroxy benzeneboronic acid, 3-hydroxylphenyl boronic acid, 3-hydroxy phenyl boronic acid, (3-hydroxyphenyl) boronic acid, (3-hydroxyphenyl)-boronic acid, (3-hydroxy-phenyl)-boronic acid, DTXSID90370249, WFWQWTPAPNEOFE-UHFFFAOYSA-N, M-HYDROXYBENZENEBORONIC ACID, BCP03518, BBL100525, BDBM50391826, SBB052523, STL554319, AKOS004116323, AB08061, AS-2488, CS-W002734, FH74711, HY-W002734, 3-Hydroxyphenylboronic acid, >=95.0%, NCGC00249443-01, AC-24801, BP-20369, SY003747, DB-031699, H1185, EN300-119261, Z336080002, 3-Hydroxybenzeneboronic acid, m-Hydroxybenzeneboronic acid, 3-Hydroxyphenylboronic acid(contains varying amounts of Anhydride)

Application

(3-Hydroxyphenyl)boronic Acid is widely used as a key building block in Suzuki-Miyaura cross-coupling reactions to form biaryl compounds for pharmaceutical and agrochemical applications. It serves as a precursor in the synthesis of bioactive molecules, including enzyme inhibitors and receptor modulators. Researchers also utilize it in the development of boron-based sensors and polymers due to its reversible binding with diols.

Safety and Hazards

GHS Hazard Statements

• H315 (61.1%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (61.1%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (55.6%): 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 (61.1%)
• Eye Irrit. 2A (61.1%)
• STOT SE 3 (55.6%)

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