[1-(benzenesulfonyl)-1H-indol-2-yl]boronic acid

• ChemBase编号: 64790
• 分子式: C14H12BNO4S
• 平均质量: 301.12538
• 单一同位素质量: 301.05800927
• SMILES: n1(c(cc2c1cccc2)B(O)O)S(=O)(=O)c1ccccc1
• Canonical SMILES: OB(c1cc2c(n1S(=O)(=O)c1ccccc1)cccc2)O
• InChI: InChI=1S/C14H12BNO4S/c17-15(18)14-10-11-6-4-5-9-13(11)16(14)21(19,20)12-7-2-1-3-8-12/h1-10,17-18H
• InChIKey: HXWLCYMHOULBJZ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: [1-(benzenesulfonyl)-1H-indol-2-yl]boronic acid
• IUPAC传统名: 1-(benzenesulfonyl)indol-2-ylboronic acid
• 别名: 1-(苯基磺酰)-1H-吲哚-2-基硼酸; 1-(苯基磺酰)-2-吲哚基硼酸; 1-(phenylsulfonyl)-1H-indol-2-ylboronic acid; 1-(Phenylsulphonyl)-1H-indole-2-boronic acid; 1-(Phenylsulfonyl)-2-indoleboronic acid; 1-(Phenylsulfonyl)-2-indoleboronic acid; 1-(Phenylsulfonyl)-2-indolylboronic acid

登记号

• CAS号: 342404-46-0
• MDL号: MFCD03086094
• PubChem SID: 24880137; 162030529
• PubChem CID: 2776228

理论计算性质

• Acid pKa: 8.656789
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 2.9215991
• LogD (pH = 7.4): 2.8986237
• Log P: 2.9219
• 摩尔折射率: 73.9636 cm^3
• 极化性: 32.461067 Å^3
• 极化表面积: 79.53 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: 125-130 °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

产品相关信息

• 纯度: 97%; 98%
• 线性分子式: C6H5SO2NC8H5B(OH)2

详细说明

Sigma Aldrich - 563862

General description
含有不定量的酸酐
包装
1 g in glass bottle
Application
Reactant for:
• Synthesis of bioactive indolo[3,2-j]phenanthridine alkaloid, calothrixin B, via an allene-mediated electrocyclic reaction1
• Preparation of arenes via palladium and tris(tert-butyl)phosphine-catalyzed Suzuki cross-coupling2
• Structure-guided development of TbcatB inhibitors as trypanocides3
• Chemoselective and stereoselective oxidative palladium/diamine-catalyzed cross-coupling reactions4
• Petasis boronic Mannich reactions under microwave conditions5