diethyl (2-oxo-2-phenylethyl)phosphonate

• ChemBase编号: 74939
• 分子式: C12H17O4P
• 平均质量: 256.234741
• 单一同位素质量: 256.08644565
• SMILES: P(=O)(OCC)(OCC)CC(=O)c1ccccc1
• Canonical SMILES: CCOP(=O)(CC(=O)c1ccccc1)OCC
• InChI: InChI=1S/C12H17O4P/c1-3-15-17(14,16-4-2)10-12(13)11-8-6-5-7-9-11/h5-9H,3-4,10H2,1-2H3
• InChIKey: HPEVTTNSIPGLEL-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: diethyl (2-oxo-2-phenylethyl)phosphonate
• IUPAC传统名: diethyl 2-oxo-2-phenylethylphosphonate
• 别名: (2-氧代-2-苯乙基)膦酸二乙酯; 2-(Diethoxyphosphoryl)acetophenone; Diethyl (2-oxo-2-phenylethyl)phosphonate; Diethyl benzoylmethylphosphonate; Diethyl phenacylphosphonate; NSC 648426; Diethyl (2-oxo-2-phenylethyl)phosphonate

登记号

• CAS号: 3453-00-7
• MDL号: MFCD00015342
• PubChem SID: 24865704; 162039857
• PubChem CID: 372803

理论计算性质

• Acid pKa: 15.866785
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 1.8223808
• LogD (pH = 7.4): 1.8223808
• Log P: 1.8223808
• 摩尔折射率: 65.9129 cm^3
• 极化性: 26.124123 Å^3
• 极化表面积: 52.6 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

理化性质

• 沸点: 148-150°C/0.5mm; 192-193 °C/11 mmHg(lit.)
• 闪点: >113 °C; >113°C; >235.4 °F
• 密度: 1.179; 1.179 g/mL at 25 °C(lit.)
• 折射率: n20/D 1.513(lit.)

安全信息

• 保存注意事项: Harmful/Irritant
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves

产品相关信息

• 纯度: 97%
• 线性分子式: C6H5COCH2P(O)(OC2H5)2

详细说明

Sigma Aldrich - 410756

包装
1, 10 g in glass bottle
Application
Reactant involved in:
• Asymmetric Michael addition of β-oxo phosphonates to nitro olefins1
• Gem-chlorofluorination of keto phosphonates with subsequent functionalization of the products2
• Cyclocondensation reactions to produce arylphosphonates3
• Diazo transfer reactions for synthesis of diazo-phosphonyl compounds4
• Horner-Wadsworth-Emmons reactions5
• Inverse-electron-demand Diels-Alder reactions6