benzyltriphenylphosphanium bromide

• ChemBase编号: 145300
• 分子式: C25H22BrP
• 平均质量: 433.319941
• 单一同位素质量: 432.06424933
• SMILES: c1ccc(cc1)C[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• Canonical SMILES: c1ccc(cc1)C[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• InChI: InChI=1S/C25H22P.BrH/c1-5-13-22(14-6-1)21-26(23-15-7-2-8-16-23,24-17-9-3-10-18-24)25-19-11-4-12-20-25;/h1-20H,21H2;1H/q+1;/p-1
• InChIKey: WTEPWWCRWNCUNA-UHFFFAOYSA-M

名称和登记号

名称

• IUPAC标准名: benzyltriphenylphosphanium bromide
• IUPAC传统名: benzyltriphenylphosphanium bromide
• 别名: 苄基三苯基溴化膦; 苄基三苯基膦溴化物; (Phenylmethyl)triphenylphosphonium bromide; Bromo(benzyl)triphenylphosphorane; NSC 54813; Benzyltriphenylphosphonium bromide

登记号

• CAS号: 1449-46-3
• EC号: 215-908-4
• MDL号: MFCD00031707
• Beilstein号: 3599867
• PubChem SID: 162239507; 24866908
• PubChem CID: 2734970

理论计算性质

• Acid pKa: 17.877207
• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 6.352264
• LogD (pH = 7.4): 6.352264
• Log P: 6.352264
• 摩尔折射率: 111.8338 cm^3
• 极化性: 44.074738 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: false

分子性质

理化性质

• 熔点: 293-298°C; 295-298 °C(lit.)

安全信息

• 保存注意事项: Hygroscopic
• 欧盟危险性物质标志: 有毒(Toxic) (T); 刺激性(Irritant) (Xi)
• 联合国危险货物编号: UN3464
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): II
• 危险公开号: 25-36/37/38; 36/37/38
• 安全公开号: 26-36/37/39; 26-36/37-45
• TSCA收录: 否
• GHS危险品标识: GHS06; GHS07
• GHS警示词: Warning
• GHS危险声明: H300-H315-H319-H335; H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338; P280-P305+P351+P338-P309-P310
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥95.0% (AT); 96%; 98%
• 级别: purum
• 线性分子式: C6H5CH2P(Br)(C6H5)3

详细说明

Sigma Aldrich - 430056

包装
50, 250 g in glass bottle
Application
Reactant for:
• Stereoselective azidolysis of vinyl epoxides1
• Enantioselective aziridination and Friedel-Crafts cyclization for asymmetric synthesis of dihydrexidine2
• Biomimetic iron(III) mediated oxidative dimerization for synthesis of benzoquinone parvistemin A3
• Enantioselective sytnhesis of syn-diarylheptanoids from D-glucose4
• Preparation of β-amyloid plaque ligands5
• Decarboxylative cyclopropanation6

Sigma Aldrich - 13999

Application
Reactant for:
• Stereoselective azidolysis of vinyl epoxides1
• Enantioselective aziridination and Friedel-Crafts cyclization for asymmetric synthesis of dihydrexidine2
• Biomimetic iron(III) mediated oxidative dimerization for synthesis of benzoquinone parvistemin A3
• Enantioselective sytnhesis of syn-diarylheptanoids from D-glucose4
• Preparation of β-amyloid plaque ligands5
• Decarboxylative cyclopropanation6

参考文献

• Wittig reaction of benzylic phosphonium salts with aromatic aldehydes using solid KOH + 18-crown-6 leads to (Z)-stilbenes with good stereoselectivity: Tetrahedron Lett., 37, 4225 (1996). See Appendix 1.