Description

(2-Hydroxyphenyl)boronic acid (CAS No. 89466-08-0) is a high-purity boronic acid derivative with the molecular formula C₆H₇BO₃. This compound, also known as 2-hydroxyphenylboronic acid, is a versatile reagent widely used in organic synthesis, pharmaceutical research, and materials science. Its unique structure, featuring a boronic acid group ortho to a hydroxyl group, makes it a valuable building block for Suzuki-Miyaura cross-coupling reactions, enabling the formation of biaryl compounds.

Our product is rigorously tested to ensure ≥98% purity (HPLC/GC) and is supplied as a white to off-white crystalline powder. It is packaged under inert conditions to maintain stability and prevent moisture absorption. Ideal for researchers and industrial chemists, this compound is compatible with a range of solvents, including DMSO, methanol, and aqueous buffers (pH-dependent solubility).

Applications include use as a ligand in catalysis, sensor development (e.g., glucose detection), and as a precursor for boron-containing polymers. Store at 2-8°C in a tightly sealed container to prolong shelf life.

Properties

• CAS Number: 89466-08-0
• Complexity: 107
• IUPAC Name: (2-hydroxyphenyl)boronic acid
• InChI: InChI=1S/C6H7BO3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8-10H
• InChI Key: YDMRDHQUQIVWBE-UHFFFAOYSA-N
• Exact Mass: 138.0488242
• Molecular Formula: C6H7BO3
• Molecular Weight: 137.93
• SMILES: B(C1=CC=CC=C1O)(O)O
• Topological: 60.7
• Monoisotopic Mass: 138.0488242
• Synonyms: (2-hydroxyphenyl)boronic Acid, 677-277-5, 2-Hydroxyphenylboronic acid, 89466-08-0, 2-Hydroxybenzeneboronic Acid, o-hydroxyphenylboronic acid, MFCD01074581, 2-hydroxyphenyl boronic acid, 2-Boronophenol, Boronic acid, (2-hydroxyphenyl)-, SR-03000003020, 2-Hydroxybenzeneboronicacid, 2-hydroxylphenylboronic acid, 2-hydroxy-phenylboronic acid, 2-?Hydroxyphenylboronic acid, 2-hydroxy benzeneboronic acid, 2-hydroxybenzene boronic acid, SCHEMBL165536, (2-hydroxyphenyl)-boronic acid, CHEMBL4093004, DTXSID20378470, YDMRDHQUQIVWBE-UHFFFAOYSA-N, BCP26426, BBL100394, SBB071215, STL554188, AKOS004116397, AB08053, AS-2980, CS-W002733, HY-W002733, 2-Hydroxyphenylboronic acid, AldrichCPR, AC-24793, BP-12123, FH139578, PD148431, SY006783, DB-010450, H1184, EN300-195392, SR-03000003020-1, SR-03000003020-2, Z1201620791, 2-Hydroxybenzeneboronic Acid (contains varying amounts of Anhydride)

Application

(2-Hydroxyphenyl)boronic acid is a key intermediate in Suzuki-Miyaura cross-coupling reactions for synthesizing biaryl structures in drug discovery. It serves as a recognition element in saccharide sensors due to its reversible binding with diols. The compound is also utilized in polymer chemistry to create self-healing materials via boronate ester formation.

Safety and Hazards

GHS Hazard Statements

• H302 (23.1%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (84.6%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (84.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (76.9%): 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, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (23.1%)
• Skin Irrit. 2 (84.6%)
• Eye Irrit. 2 (84.6%)
• STOT SE 3 (76.9%)

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