N-(triphenyl-λ5-phosphanylidene)aniline

• ChemBase编号: 147488
• 分子式: C24H20NP
• 平均质量: 353.396061
• 单一同位素质量: 353.13333628
• SMILES: c1ccc(cc1)N=P(c1ccccc1)(c1ccccc1)c1ccccc1
• Canonical SMILES: c1ccc(cc1)N=P(c1ccccc1)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C24H20NP/c1-5-13-21(14-6-1)25-26(22-15-7-2-8-16-22,23-17-9-3-10-18-23)24-19-11-4-12-20-24/h1-20H
• InChIKey: PTLOPIHJOPWUNN-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-(triphenyl-λ^5-phosphanylidene)aniline
• IUPAC传统名: N-(triphenyl-λ^5-phosphanylidene)aniline
• 别名: 四苯基亚胺膦; 四苯基氨化膦; Anilidenetriphenylphosphorane; Tetraphenylphosphine imide; N-(Triphenylphosphoranylidene)aniline; N-(Triphenylphosphoranylidene)aniline; Tetraphenylphosphine imide

登记号

• CAS号: 2325-27-1
• EC号: 219-039-1
• MDL号: MFCD00003044
• Beilstein号: 753032
• PubChem SID: 24859473; 162241676
• PubChem CID: 75352

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 7.2806935
• LogD (pH = 7.4): 7.2808976
• Log P: 7.2809
• 摩尔折射率: 111.8114 cm^3
• 极化性: 43.10562 Å^3
• 极化表面积: 12.36 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: false

分子性质

理化性质

• 熔点: 128-132°C

安全信息

• 保存注意事项: Moisture Sensitive
• 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: 26-37; 26-37/39
• TSCA收录: 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; P280G-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%
• 杂质: <0.5% denatured ethanol
• 线性分子式: (C6H5)3P=NC6H5

详细说明

Sigma Aldrich - 324876

包装
5 g in glass bottle
Application
The Staudinger Ligation: A High-Yield, Chemoselective, and Mild Synthetic MethodIntermediate for the preparation of isocyanates and isothiocyanates.

参考文献

• Has been used as a protected form of aniline for the preparation of monoalkylanilines by alkylation and hydrolysis: Synthesis, 295 (1980).
• A Wittig-like reaction with N,N'-diaryl thioureas gives N,N',N"-triarylguanidines: Synth. Commun., 13, 67 (1983).
• For a review of the chemistry of iminophosphoranes, see: Synthesis, 469 (1973).