[4-(bromomethyl)phenyl]boronic acid

• ChemBase编号: 10772
• 分子式: C7H8BBrO2
• 平均质量: 214.85222
• 单一同位素质量: 213.9800719
• SMILES: c1c(ccc(c1)B(O)O)CBr
• Canonical SMILES: BrCc1ccc(cc1)B(O)O
• InChI: InChI=1S/C7H8BBrO2/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4,10-11H,5H2
• InChIKey: PDNOURKEZJZJNZ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: [4-(bromomethyl)phenyl]boronic acid
• IUPAC传统名: 4-(bromomethyl)phenylboronic acid
• 别名: 4-(溴甲基)苯硼酸; 4-Boronobenzyl bromide; 4-(Bromomethyl)benzeneboronic acid; 4-(Bromomethyl)phenylboronic acid; α-Bromo-p-tolueneboronic acid; p-Boronobenzyl bromide; 4-(Bromomethyl)phenylboronic acid; 4-Bromomethylphenylboronic acid; 4-(Bromomethyl)phenylboronic acid; 4-(Bromomethyl)benzeneboronic acid

登记号

• CAS号: 68162-47-0
• MDL号: MFCD01318113
• Beilstein号: 3030979
• PubChem SID: 24885493; 160974079
• PubChem CID: 2735593

理论计算性质

• Acid pKa: 8.750213
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 2.3142574
• LogD (pH = 7.4): 2.2956321
• Log P: 2.3145
• 摩尔折射率: 43.4539 cm^3
• 极化性: 18.098082 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

分子性质

理化性质

• 熔点: 173-177 °C; ca 145-150°C

安全信息

• 保存注意事项: Irritant
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); 有害性(Harmful) (Xn)
• 联合国危险货物编号: UN3261
• 德国WGK号: 3
• 联合国危险货物等级: 8
• 联合国危险货物包装类别(PG): III
• 危险公开号: 22-36/37/38; 34
• 安全公开号: 26-36/37; 26-36/37/39-45
• TSCA收录: false; 否
• GHS危险品标识: GHS05; GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H315-H319-H335; H314-H318
• GHS警示性声明: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

产品相关信息

• 纯度: 95%; 97+%; 98%; tech. 85%
• 线性分子式: BrCH2(C6H4)B(OH)2

详细说明

Sigma Aldrich - 679437

General description
可能含不定量的酸酐
包装
1, 5 g in glass bottle
Application
Reactant involved in:
• Design of boronic acid-based autotaxin inhibitors1
• Synthesis of boronated phosphonium salts2
• Studies of incorporation of boronic acid groups to enhance gene transfection capability2
• Investigations of the effect of boronic acid-positioning in optical glucose-sensing ensemble3

参考文献

• Has been employed in the synthesis of para-substituted boronated stilbenes via the Wittig reaction: J. Am. Chem. Soc., 117, 8982 (1995), which were subsequently employed as highly selective fluorescent probes for glucose: J. Phys. Chem. A, 105, 6834 (2001).