(1H-indol-5-yl)boronic acid

• ChemBase编号: 7820
• 分子式: C8H8BNO2
• 平均质量: 160.96562
• 单一同位素质量: 161.0648089
• SMILES: c12c(cc[nH]1)cc(cc2)B(O)O
• Canonical SMILES: OB(c1ccc2c(c1)cc[nH]2)O
• InChI: InChI=1S/C8H8BNO2/c11-9(12)7-1-2-8-6(5-7)3-4-10-8/h1-5,10-12H
• InChIKey: VHADYSUJZAPXOW-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (1H-indol-5-yl)boronic acid
• IUPAC传统名: 1H-indol-5-ylboronic acid
• 别名: 吲哚-5-硼酸; 5-吲哚基硼酸; 吲哚-5-硼酸; 5-吲哚硼酸; 5-Boronoindole; Indole-5-boronic acid; 5-Indoleboronic acid; Indole-5-boronic acid; 5-Indolylboronic acid; 5-Borono-1H-indole; 1H-Indole-5-boronic acid; 5-Indolylboronic acid

登记号

• CAS号: 144104-59-6
• MDL号: MFCD01319013
• PubChem SID: 24884799; 160971127
• PubChem CID: 2734361

理论计算性质

• Acid pKa: 8.704976
• 质子受体: 2
• 质子供体: 3
• LogD (pH = 5.5): 1.7409307
• LogD (pH = 7.4): 1.7203094
• Log P: 1.7412
• 摩尔折射率: 41.69 cm^3
• 极化性: 18.760754 Å^3
• 极化表面积: 56.25 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: 170-175 °C; 170-175°C

安全信息

• 保存注意事项: Air Sensitive; IRRITANT, KEEP COLD; Irritant/Keep Cold
• 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; 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
• 保存温度: 2-8°C

产品相关信息

• 纯度: 95%; 97%; 98%
• 线性分子式: (C8H6N)B(OH)2

详细说明

Sigma Aldrich - 666467

Application
用于未保护马来酰亚胺的铑催化 1,4-加成反应的基质。7
Reactant involved in the synthesis of biologically active molecules including:
• Indole inhibitors of MMP-13 for arthritic disease treatment1
• Substituted pyrimidines acting as tubulin polymerization inhibitors2Reactant involved in Suzuki coupling reactions for synthesis of
• Aryl- hetarylfurocoumarins3
• Aryl-substituted oxabenzindoles and methanobenzindoles4Reactant involved in:
• Oxidative cross-coupling with mercaptoacetylenes5
• Trifluoromethylation6
General description
可能含有不定量的酸酐
包装
1 g in glass bottle