(1-phenylethenyl)boronic acid

• ChemBase编号: 88845
• 分子式: C8H9BO2
• 平均质量: 147.96686
• 单一同位素质量: 148.06955993
• SMILES: B(C(=C)c1ccccc1)(O)O
• Canonical SMILES: OB(C(=C)c1ccccc1)O
• InChI: InChI=1S/C8H9BO2/c1-7(9(10)11)8-5-3-2-4-6-8/h2-6,10-11H,1H2
• InChIKey: YJCPVMYUISTDKG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (1-phenylethenyl)boronic acid
• IUPAC传统名: 1-phenylethenylboronic acid
• 别名: α-苯基乙烯基硼酸; 1-苯基乙烯基硼酸; 1-Phenylvinylboronic acid 95%; 1-PHENYLVINYLBORONIC ACID; α-Methylene-α-tolueneboronic acid; (1-Phenylethenyl)boronic acid; Styrene α-boronic acid; α-Phenyl vinylboronic acid; 1-Phenylvinylboronic acid

登记号

• CAS号: 14900-39-1
• MDL号: MFCD01074578
• PubChem SID: 24880629; 162075743
• PubChem CID: 5003684

理论计算性质

• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 1.5375714
• LogD (pH = 7.4): 1.5353332
• Log P: 1.5376
• 摩尔折射率: 40.2012 cm^3
• 极化性: 17.073353 Å^3
• 极化表面积: 40.46 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true
• Acid pKa: 9.678851

分子性质

理化性质

• 熔点: 125 °C (dec.)(lit.); 80-86°C

安全信息

• 保存注意事项: Irritant/Keep Cold
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: 95%; 98%
• 线性分子式: C6H5C=CH2B(OH)2

详细说明

Sigma Aldrich - 571350

Other Notes
含有不定量的酸酐
包装
1, 5 g in glass bottle
Application
Reactant involved in:
• Halogenation of alkynes for preparation of enol esters1
• Liebeskind-Srogl cross-coupling2
• Homocoupling of arylboronic acids for synthesis of biaryls3
• Iterative cross-coupling of boronate building blocks4
• Enantioselective hydrogenation of hydroxyphenyl styrenes5
• Samarium diiodide-mediated cyclization for synthesis of substituted benzannulated cyclooctanol derivatives6
• Suzuki-Miyaura cross-coupling for synthesis of C-6-substituted uridine phosphonates7