[methyl(phenyl)phosphoroso]benzene

• ChemBase编号: 83016
• 分子式: C13H13OP
• 平均质量: 216.215481
• 单一同位素质量: 216.07040167
• SMILES: P(=O)(c1ccccc1)(c1ccccc1)C
• Canonical SMILES: CP(=O)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C13H13OP/c1-15(14,12-8-4-2-5-9-12)13-10-6-3-7-11-13/h2-11H,1H3
• InChIKey: PEGCITODQASXKH-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: [methyl(phenyl)phosphoroso]benzene
• IUPAC传统名: [methyl(phenyl)phosphoroso]benzene
• 别名: 甲基二苯基氧膦; 甲基二苯基氧化膦; Diphenylmethylphosphine oxide; Methyldiphenyloxophosphine; NSC 407134; Methyldiphenylphosphine oxide; Methyl(diphenyl)phosphine oxide

登记号

• CAS号: 2129-89-7
• EC号: 218-346-8
• MDL号: MFCD00002081
• Beilstein号: 957291
• PubChem SID: 24868914; 162070135
• PubChem CID: 75041

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 3.1791
• LogD (pH = 7.4): 3.1791
• Log P: 3.1791
• 摩尔折射率: 63.3716 cm^3
• 极化性: 25.203615 Å^3
• 极化表面积: 17.07 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: 108-110°C; 111-114°C; 111-115 °C(lit.)

安全信息

• 保存注意事项: Harmful/Irritant; Moisture Sensitive
• RTECS编号: SZ0199480
• 欧盟危险性物质标志: X; 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 20/21/22-36/37/38; 22-36/37/38
• 安全公开号: 26-36/37; 26-37/39
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H312-H315-H319-H332-H335; H302-H315-H319-H335
• GHS警示性声明: P261-P280-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: 98%; 98+%
• 线性分子式: CH3P(C6H5)2(O)

详细说明

Sigma Aldrich - 454427

包装
5, 25 g in glass bottle
Application
Catalyst for:
• Chlorination and bromination (halogenation) of alcohols under Appel conditions1
• Hydrosilylation reactions2
• Enantioselective cyanosilylation of ketones3
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 454427.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

参考文献

• The lithiated derivative undergoes Horner olefination reactions with carbonyl compounds to give, after dehydration, vinyl or allyl phosphine oxides: Synthesis, 64 (1988). The reaction has been use in a useful synthesis of (3Z,6E)-ɑ-farnesene: J. Org. Chem., 60, 6211 (1995); for reaction scheme see Geranyl bromide, A14093. Epoxides give -hydroxy propylphosphine oxides: J. Chem. Soc., Perkin 1, 2971 (1988); see also: J. Chem. Soc., Perkin 1, 1963 (1999).