(2-phenylethenyl)boronic acid

• ChemBase编号: 74813
• 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/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7,10-11H
• InChIKey: VKIJXFIYBAYHOE-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (2-phenylethenyl)boronic acid; [(E)-2-phenylethenyl]boronic acid
• IUPAC传统名: 2-phenylethenylboronic acid; (E)-2-phenylethenylboronic acid
• 别名: 反式-2-苯基乙烯基硼酸; (E)-Phenylethenylboronic acid; trans-Phenylethenylboronic acid; TRANS-2-PHENYLVINYLBORONIC ACID; (E)-Styrylboronic acid; (E)-2-phenyl-Etheneboronic acid; (E)-Phenylethenylboronic acid; (E)-Styreneboronic acid; (E)-Styrylboronic acid; trans-(2-Phenylethenyl)boronic acid; trans-Phenylvinyl boronic acid; trans-2-Phenylvinylboronic acid

登记号

• CAS号: 6783-05-7; 4363-35-3
• MDL号: MFCD00963621
• PubChem SID: 162039731; 24870932
• PubChem CID: 5702628

理论计算性质

• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 2.3751793
• LogD (pH = 7.4): 2.3735633
• Log P: 2.3752
• 摩尔折射率: 40.38 cm^3
• 极化性: 17.077312 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: 9.820617

分子性质

理化性质

• 熔点: 146-156 °C(lit.); 146-156°C; 163-164°C

安全信息

• 保存注意事项: 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: 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: 97%; 98%
• 线性分子式: C6H5CH=CHB(OH)2

详细说明

Sigma Aldrich - 473790

Other Notes
含有不定量的酸酐
包装
25 g in poly bottle
5 g in glass bottle
Application
Reagent used for
• Palladium (Pd)-catalyzed Suzuki-Miyaura coupling reactions1
• Rhodium (Rh)-catalyzed intramolecular amination of aryl azides2
• Diastereoselective synthesis via Pd-catalyzed Heck-Suzuki cascade reaction3
• Copper (Cu)-mediated cyanation4
• Rhodium (Rh)-catalyzed asymmetric addition5
• Diastereoselective synthesis via iridium (Ir)-catalyzed addition6
• Palladium (Pd)-catalyzed cascade cyclization7 Reagent used in Preparation of
• Optically active unsaturated amino acids by diastereoselective Petasis borono-Mannich reaction8
• Amino alcohol dienes via Petasis 3-component reaction using Ru-catalyzed ring-closing metathesis and isomerization9