Description

[3-(Hydroxymethyl)phenyl]boronic acid (CAS No. 87199-15-3) is a high-purity boronic acid derivative with the molecular formula C₇H₉BO₃. This compound is a versatile building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions, due to its stable boronic acid functionality and hydroxymethyl substituent. It is supplied as a white to off-white crystalline powder with a typical purity of ≥95% (HPLC). Suitable for research and industrial applications, this reagent is rigorously tested for consistency and performance. Store in a cool, dry place under inert conditions to ensure prolonged stability.

Properties

• CAS Number: 87199-15-3
• Complexity: 118
• IUPAC Name: [3-(hydroxymethyl)phenyl]boronic acid
• InChI: InChI=1S/C7H9BO3/c9-5-6-2-1-3-7(4-6)8(10)11/h1-4,9-11H,5H2
• InChI Key: HGTDLKXUWVKLQX-UHFFFAOYSA-N
• Exact Mass: 152.0644743
• Molecular Formula: C7H9BO3
• Molecular Weight: 151.96
• SMILES: B(C1=CC(=CC=C1)CO)(O)O
• Topological: 60.7
• Monoisotopic Mass: 152.0644743
• Synonyms: (3-(Hydroxymethyl)phenyl)boronic acid, [3-(hydroxymethyl)phenyl]boronic Acid, (3-Hydroxymethyl)phenylboronic acid, 672-931-6, 3-(Hydroxymethyl)phenylboronic acid, 87199-15-3, 3-hydroxymethylphenylboronic acid, 3-(Hydroxymethyl)benzeneboronic Acid, MFCD01317846, (3-hydroxymethylphenyl)boronic acid, 3-(hydroxymethyl)benzene boronic acid, CHEMBL349516, 3-(hydroxymethyl)phenyl boronic acid, 3-(Hydroxymethyl)phenylboronicacid, (3-(hydroxymethyl)phenyl)-boronic acid, [3-(hydroxymethyl)phenyl]-boronic acid, Boronic acid, [3-(hydroxymethyl)phenyl]-, [3-(hydroxymethyl)phenyl]boranediol, SCHEMBL8832, 3-hydroxymethylbenzeneboronic acid, DTXSID00370432, 3-hydroxymethyl phenylboronic acid, 3-hydroxymethyl-phenylboronic acid, 3-hydroxymethylphenyl boronic acid, HGTDLKXUWVKLQX-UHFFFAOYSA-N, m-(hydroxymethyl)phenylboronic acid, 3-hydroxymethyl phenyl boronic acid, BCP23407, 3-hydroxymethyl benzene boronic acid, (3-Hydroxymethylphenyl)-boronic acid, 3-(hydroxymethyl)-phenylboronic acid, 3-(hydroxymethyl)phenyl-boronic acid, BDBM50266951, FD9078, SBB063197, 3-(hydroxyl-methyl)phenylboronic acid, 3-(hydroxymethyl) phenyl boronic acid, 3-(hydroxymethyl)-phenyl boronic acid, 3-(Hydroxymethyl)phenylboronic acid (contains varying amounts of Anhydride), AKOS005258144, AB08606, AC-5357, CS-W007418, FH37440, GS-6908, HY-W007418, [3-(hydroxymethyl)-phenyl]boronic acid, [3-(hydroxymethyl)phenyl] boronic acid, SY014953, DB-010600, H1244, ST50824304, EN300-37132, Z381040332

Application

[3-(Hydroxymethyl)phenyl]boronic acid is widely used in pharmaceutical and materials science research as a key intermediate in Suzuki-Miyaura cross-coupling reactions to form biaryl compounds. Its hydroxymethyl group allows for further functionalization, making it valuable in polymer and dendrimer synthesis. This compound is also employed in the development of sensors and catalysts due to its boronic acid moiety’s affinity for diols.

Safety and Hazards

GHS Hazard Statements

• H315 (75%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (75%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (66.7%): 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 (75%)
• Eye Irrit. 2 (75%)
• STOT SE 3 (66.7%)

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