[3-(hydroxymethyl)phenyl]boronic acid

• ChemBase编号: 12411
• 分子式: C7H9BO3
• 平均质量: 151.95556
• 单一同位素质量: 152.06447455
• SMILES: c1(cc(ccc1)CO)B(O)O
• Canonical SMILES: OCc1cccc(c1)B(O)O
• InChI: InChI=1S/C7H9BO3/c9-5-6-2-1-3-7(4-6)8(10)11/h1-4,9-11H,5H2
• InChIKey: HGTDLKXUWVKLQX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: [3-(hydroxymethyl)phenyl]boronic acid
• IUPAC传统名: 3-(hydroxymethyl)phenylboronic acid
• 别名: 3-羟甲基苯硼酸; 3-(羟基甲基)苯硼酸; 3-Boronobenzyl alcohol; 3-(Hydroxymethyl)benzeneboronic acid; 3-(Hydroxymethyl)phenylboronic acid; 3-Hydroxymethylbenzeneboronic acid; 3-(Hydroxymethyl)phenylboronic acid; 3-Hydroxymethylphenylboronic acid; (3-(hydroxymethyl)phenyl)boronic acid; 3-(Hydroxymethyl)phenylboronic acid; 3-(Hydroxymethyl)benzeneboronic acid

登记号

• CAS号: 87199-15-3
• MDL号: MFCD01317846
• Beilstein号: 8832019
• PubChem SID: 24873658; 160975718
• PubChem CID: 2734662

理论计算性质

• Acid pKa: 8.723
• 质子受体: 3
• 质子供体: 3
• LogD (pH = 5.5): 0.8042416
• LogD (pH = 7.4): 0.7844396
• Log P: 0.8045
• 摩尔折射率: 37.4194 cm^3
• 极化性: 15.990165 Å^3
• 极化表面积: 60.69 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 93-98°C; 95-96°C; 95-99 °C(lit.)

安全信息

• 保存注意事项: IRRITANT; Irritant
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-37
• TSCA收录: false; 否
• GHS危险品标识: GHS07
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: 96%; 97%; 98%
• 线性分子式: HOCH2C6H4B(OH)2

详细说明

Sigma Aldrich - 512834

Other Notes
含有不定量的酸酐
包装
1, 10 g in glass bottle
Application
Reactant involved in:
• Copper-mediated trifluoromethylation1
• Copper-catalyzed transformations from arylboronic acids in water2
• Mitsunobu, Suzuki, and amidation reactions with hydroxyphenylamino bromopyrazinecarboxylate3Reactant involved in the synthesis of biologically active molecules including:
• Mycobacterium tuberculosis H37Rv chorismate mutase inhibitors via Suzuki coupling reactions4
• HIV protease inhibitors with antiviral activity against drug-resistant viruses5
• Pyrrole derivatives for use as PDE4B inhibitors6