(5-bromothiophen-2-yl)boronic acid

• ChemBase编号: 10572
• 分子式: C4H4BBrO2S
• 平均质量: 206.85336
• 单一同位素质量: 205.92084277
• SMILES: s1c(ccc1Br)B(O)O
• Canonical SMILES: OB(c1ccc(s1)Br)O
• InChI: InChI=1S/C4H4BBrO2S/c6-4-2-1-3(9-4)5(7)8/h1-2,7-8H
• InChIKey: USJPOBDLWVCPGG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (5-bromothiophen-2-yl)boronic acid
• IUPAC传统名: 5-bromothiophen-2-ylboronic acid
• 别名: 5-溴噻吩-2-硼酸; 5-溴-2-噻吩硼酸; 5-Bromothiophene-2-boronic acid; 5-Bromothiophene-2-boronic acid; 5-Bromo-2-thienylboronic acid

登记号

• CAS号: 162607-17-2
• MDL号: MFCD02094028
• PubChem SID: 24879688; 160973879
• PubChem CID: 2734319

理论计算性质

• Acid pKa: 7.898609
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 1.9482783
• LogD (pH = 7.4): 1.8308191
• Log P: 1.95
• 摩尔折射率: 33.6519 cm^3
• 极化性: 15.286391 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: 95-100 °C(lit.)

安全信息

• 保存注意事项: IRRITANT; Irritant
• 德国WGK号: 3
• TSCA收录: false
• 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: 97%; 98%
• Empirical Formula (Hill Notation): C4H4BBrO2S

详细说明

Sigma Aldrich - 557684

Other Notes
含不定量的酸酐
包装
5 g in glass bottle
Application
Reactant involved in:
• Suzuki coupling reactions for the synthesis of benzotriazole-containing organic sensitizers1 and meso-Polyarylamide-BODIPY hybrids2
• Suzuki-Miyaura coupling for the synthesis of ratanhine3
• Microwave-assisted Sonogashira reactions for the synthesis of ethynylarylboronates4