2-(triphenyl-$l^{5}-phosphanylidene)acetonitrile

• ChemBase编号: 74856
• 分子式: C20H16NP
• 平均质量: 301.321501
• 单一同位素质量: 301.10203615
• SMILES: P(=CC#N)(c1ccccc1)(c1ccccc1)c1ccccc1
• Canonical SMILES: N#CC=P(c1ccccc1)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C20H16NP/c21-16-17-22(18-10-4-1-5-11-18,19-12-6-2-7-13-19)20-14-8-3-9-15-20/h1-15,17H
• InChIKey: APISVOVOJVZIBA-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(triphenyl-$l^{5}-phosphanylidene)acetonitrile; 2-(triphenyl-λ^5-phosphanylidene)acetonitrile
• IUPAC传统名: 2-(triphenyl-$l^{5}-phosphanylidene)acetonitrile; 2-(triphenyl-λ^5-phosphanylidene)acetonitrile
• 别名: (氰亚甲基)三苯基膦; (三苯基膦)乙腈; (Triphenylphosphoranylidene)acetonitrile; Cyanomethylene triphenylphosphorane; Cyanomethyltriphenylphosphonium ylide; NSC 135204; (Cyanomethylene)triphenylphosphorane; (Triphenylphosphoranylidene)acetonitrile; (Cyano)(triphenylphosphoranylidene)methane

登记号

• CAS号: 16640-68-9
• EC号: 240-689-7
• MDL号: MFCD00567633
• PubChem SID: 24856944; 162039774
• PubChem CID: 85524

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 5.5014
• LogD (pH = 7.4): 5.5014
• Log P: 5.5014
• 摩尔折射率: 92.6593 cm^3
• 极化性: 36.051704 Å^3
• 极化表面积: 23.79 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: false

分子性质

理化性质

• 熔点: 189-195 °C(lit.); 189-195°C

安全信息

• 保存注意事项: Irritant
• 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: 26-36
• 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
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: 97%
• 线性分子式: (C6H5)3P=CHCN

详细说明

Sigma Aldrich - 280429

Application
由羰基化合物制备 α,β-不饱和腈的 Wittig 试剂。9
Reactant for
• Preparation of antitrypanosomal activity1
• Direct Michael addition of alkenes2
• Synthesis of 1,6-enynes3
• Beta-umpolung addition of nucleophiles to activated disubstituted alkyl allenes4
• Stereoselective analysis of β-homoproline derivatives5
• Stereoselective olefination of N-sulfonyl imines6
• Palladacycle mediated synthesis of cyano-functionalized chiral diphosphines7
• Horner-Wadsworth-Emmons reactions8
包装
5 g in glass bottle