Description

3-(Hydroxymethyl)-4-methoxyphenylboronic Acid (CAS No. 908142-03-0) is a high-purity boronic acid derivative with the molecular formula C₈H₁₁BO₄. This compound is characterized by its hydroxymethyl and methoxy functional groups attached to a phenylboronic acid core, making it a versatile intermediate in organic synthesis and pharmaceutical research. It is supplied as a white to off-white crystalline powder with exceptional stability under recommended storage conditions (2-8°C, inert atmosphere). Ideal for Suzuki-Miyaura cross-coupling reactions, this reagent is rigorously tested for quality via HPLC, NMR, and elemental analysis to ensure ≥95% purity. Suitable for use in drug discovery, materials science, and as a building block for advanced boron-containing compounds.

Properties

• CAS Number: 908142-03-0
• Complexity: 153
• IUPAC Name: [3-(hydroxymethyl)-4-methoxy-phenyl]boronic acid
• InChI: InChI=1S/C8H11BO4/c1-13-8-3-2-7(9(11)12)4-6(8)5-10/h2-4,10-12H,5H2,1H3
• InChI Key: DOQUCBSZQOPLGT-UHFFFAOYSA-N
• Exact Mass: 182.0750390
• Molecular Formula: C8H11BO4
• Molecular Weight: 181.98
• SMILES: B(C1=CC(=C(C=C1)OC)CO)(O)O
• Topological: 69.9
• Monoisotopic Mass: 182.0750390
• Synonyms: 3-(hydroxymethyl)-4-methoxyphenylboronic acid, 811-091-9, 908142-03-0, (3-(hydroxymethyl)-4-Methoxyphenyl)boronic acid, 3-HYDROXYMETHYL-4-METHOXYPHENYLBORONIC ACID, [3-(hydroxymethyl)-4-methoxyphenyl]boronic acid, MFCD14155851, 3-(Hydroxymethyl)-4-methoxyphenylboronic Acid (contains varying amounts of Anhydride), (3-(Hydroxymethyl)-4-methoxyphenyl)boronicacid, SCHEMBL18529899, DTXSID90696037, ILB14203, AKOS016009858, DS-6075, SB39795, SY029351, DB-344642, CS-0042817, H1563, 3-(Hydroxymethyl)-4-methoxybenzeneboronic Acid, EN300-2611561, Z1255459290

Application

3-(Hydroxymethyl)-4-methoxyphenylboronic Acid is widely employed as a key reactant in palladium-catalyzed cross-coupling reactions, particularly for constructing biaryl structures in pharmaceutical intermediates. Its boronic acid moiety enables efficient conjugation with halides or triflates under mild conditions. Researchers also utilize it in sensor development due to its affinity for diols, facilitating glucose or carbohydrate detection systems. Additionally, it serves as a precursor for functionalized polymers and advanced materials requiring boronate ester linkages.

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]

Precautionary Statements

• P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)

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