(pentafluorophenyl)boronic acid

• ChemBase编号: 59374
• 分子式: C6H2BF5O2
• 平均质量: 211.881896
• 单一同位素质量: 212.0068008
• SMILES: c1(c(c(c(c(c1F)B(O)O)F)F)F)F
• Canonical SMILES: Fc1c(F)c(B(O)O)c(c(c1F)F)F
• InChI: InChI=1S/C6H2BF5O2/c8-2-1(7(13)14)3(9)5(11)6(12)4(2)10/h13-14H
• InChIKey: VASOMTXTRMYSKD-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (pentafluorophenyl)boronic acid
• IUPAC传统名: pentafluorophenylboronic acid
• 别名: 五氟苯硼酸; 2,3,4,5,6-五氟苯硼酸; Pentafluorophenylboronic acid; Pentafluorobenzeneboronic acid 97%; Pentafluorophenylboronic acid; (Pentafluorophenyl)boronic acid; 2,3,4,5,6-Pentafluorophenylboronic acid; 2,3,4,5,6-Pentafluorobenzeneboronic acid; 2,3,4,5,6-PENTAFLUOROBENZENEBORONIC ACID

登记号

• CAS号: 1582-24-7
• EC号: 000-000-0
• MDL号: MFCD01074663
• Beilstein号: 3033960
• PubChem SID: 24870245; 162064137
• PubChem CID: 2775922

理论计算性质

• Acid pKa: 7.469553
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 2.3326912
• LogD (pH = 7.4): 2.0698154
• Log P: 2.3373
• 摩尔折射率: 31.6855 cm^3
• 极化性: 12.869896 Å^3
• 极化表面积: 40.46 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 176-179°C; 250-255°C

安全信息

• 保存注意事项: IRRITANT; Irritant; Moisture Sensitive
• 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: C6F5B(OH)2

详细说明

Sigma Aldrich - 465097

Other Notes
含有不定量的酸酐
包装
5 g in glass bottle
Application
Reactant for:
• Preparation of phenylboronic catechol esters as promising anion receptors for polymer electrolytes1
• Preparation of biaryls via palladium-catalyzed homocoupling reaction2
• Prepartion of quaternary a,a-heterodiaryl carboxylic esters via rhodium-catalyzed cross-coupling3
• C-C cross-coupling reactions4

参考文献

• Conditions have been reported for successfully accomplishing the normally difficult Suzuki cross-coupling reactions of this boronic acid with aryl halides: Org. Lett., 7, 4915 (2005).