dichloro(phenyl)borane

• ChemBase编号: 145546
• 分子式: C6H5BCl2
• 平均质量: 158.8209
• 单一同位素质量: 157.98613592
• SMILES: B(c1ccccc1)(Cl)Cl
• Canonical SMILES: ClB(c1ccccc1)Cl
• InChI: InChI=1S/C6H5BCl2/c8-7(9)6-4-2-1-3-5-6/h1-5H
• InChIKey: NCQDQONETMHUMY-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: dichloro(phenyl)borane
• IUPAC传统名: dichloro(phenyl)borane
• 别名: 苯基二氯硼; 苯基硼二氯化物; 二氯苯基硼烷; 苯基二氯硼; NSC 93889; Phenylboron dichloride; Phenyldichloroborane; Dichlorophenylborane

登记号

• CAS号: 873-51-8
• MDL号: MFCD00013612
• Beilstein号: 2243576
• PubChem SID: 24846539; 162239751; 24887294
• PubChem CID: 136678

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 2.9312
• LogD (pH = 7.4): 2.9312
• Log P: 2.9312
• 摩尔折射率: 37.7469 cm^3
• 极化性: 15.952129 Å^3
• 极化表面积: 0.0 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

• 外观: Liquid
• 熔点: 7°C
• 沸点: 175°C; 66 °C/11 mmHg(lit.)
• 闪点: 14 °C; 14°C(57°F); 57.2 °F
• 密度: 1.194; 1.224 g/mL at 25 °C(lit.)
• 折射率: 1.545; n20/D 1.545(lit.); n20/D 1.547

安全信息

• 保存注意事项: Moisture Sensitive
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); 易燃性(Flammable) (F)
• 联合国危险货物编号: 2924; UN2924
• 德国WGK号: 3
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 2; II
• 危险公开号: 11-14-34; 11-34-37
• 安全公开号: 16-26-36/37/39-45
• TSCA收录: 否
• GHS危险品标识: GHS02; GHS05
• GHS警示词: Danger
• GHS危险声明: H225-H314; H225-H314-H318
• GHS警示性声明: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P210-P280-P305 + P351 + P338-P310
• 个人保护装置: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2924 3/PG 2
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98.0% (AT); 96%; 97%
• 级别: purum
• Empirical Formula (Hill Notation): C6H5BCl2

详细说明

Sigma Aldrich - 101346

包装
1, 5, 25 g in glass bottle
Application
Catalyst for:
• Antiproliferative macrolide and cell migration inhibitor lactimidomycin1
• Enantioselective synthesis of polyketide segments using vinylogous Mukaiyama aldol reactions2
• Enantioselective Diels-Alder cycloadditions after its reaction with allo-threonine derivatives3
• Stereoselective alkylative ring opening of cyclic anhydrides4
• Cross-metathesis reaction of amino derivatives with olefins5
• Asymmetric acetate aldol reactions6
• The reaction of aryl aldehydes with styrene and (E)-β-methylstyrene7

Sigma Aldrich - 78373

Other Notes
反应性氯硼烷；与多种双官能化合物反应生成硼杂环，例如五苯基硼杂环戊二烯 (pentaphenylborole)8；用作催化剂，例如用于苯胺类和苯甲醛的 Fiedel-Crafts 型酰化反应9；与酮类反应形成烯醇以及与醛类进行高赤型选择性羟醛反应10
Application
Catalyst for:
• Antiproliferative macrolide and cell migration inhibitor lactimidomycin1
• Enantioselective synthesis of polyketide segments using vinylogous Mukaiyama aldol reactions2
• Enantioselective Diels-Alder cycloadditions after its reaction with allo-threonine derivatives3
• Stereoselective alkylative ring opening of cyclic anhydrides4
• Cross-metathesis reaction of amino derivatives with olefins5
• Asymmetric acetate aldol reactions6
• The reaction of aryl aldehydes with styrene and (E)-β-methylstyrene7