(2-acetylphenyl)boronic acid

• ChemBase编号: 32617
• 分子式: C8H9BO3
• 平均质量: 163.96626
• 单一同位素质量: 164.06447455
• SMILES: c1ccc(c(c1)B(O)O)C(=O)C
• Canonical SMILES: CC(=O)c1ccccc1B(O)O
• InChI: InChI=1S/C8H9BO3/c1-6(10)7-4-2-3-5-8(7)9(11)12/h2-5,11-12H,1H3
• InChIKey: ZKAOVABYLXQUTI-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (2-acetylphenyl)boronic acid
• IUPAC传统名: 2-acetylphenylboronic acid
• 别名: 2-乙酰苯基硼酸; 2-乙酰基苯硼酸; 2-Acetylphenylboronic acid; 2'-Boronoacetophenone; 1-(2-Boronophenyl)ethan-1-one; 2-Acetylbenzeneboronic acid; 2-Acetylbenzeneboronic acid; 2-Acetylphenylboronic acid; 2-Acetylphenylboronic acid; 2-Acetylbenzeneboronic acid

登记号

• CAS号: 308103-40-4
• MDL号: MFCD01321263
• PubChem SID: 160995924; 24870684
• PubChem CID: 2734309

理论计算性质

• Acid pKa: 8.3530245
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 0.94769454
• LogD (pH = 7.4): 0.9026507
• Log P: 0.9483
• 摩尔折射率: 41.0063 cm^3
• 极化性: 17.270586 Å^3
• 极化表面积: 57.53 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: 170 °C (dec.)(lit.); 170(dec.)°C; ca 170°C dec.

安全信息

• 保存注意事项: IRRITANT; Irritant/Keep Cold/Store under Argon
• 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: 26-36; 26-37
• TSCA收录: false; 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: 97%; 98%
• 线性分子式: CH3COC6H4B(OH)2

详细说明

Sigma Aldrich - 470805

Other Notes
含有不定量的酸酐
包装
5, 25 g in glass bottle
Application
Reactant involved in:
• Suzuki-Miyaura cross-coupling reactions1
• Rhodium-catalyzed annulation of ynamides2
• Transient masking of hydroxy groups3
• Cationic palladium complex-catalyzed diastereoselective tandem annulation4
• Hydrogen peroxide mediated formation of heteroaryl ethers5
• Copper-catalyzed transmetalation and homocoupling6