ethyl 3-oxo-4-(triphenyl-$l^{5}-phosphanylidene)butanoate

• ChemBase编号: 74864
• 分子式: C24H23O3P
• 平均质量: 390.411381
• 单一同位素质量: 390.13848123
• SMILES: P(=CC(=O)CC(=O)OCC)(c1ccccc1)(c1ccccc1)c1ccccc1
• Canonical SMILES: CCOC(=O)CC(=O)C=P(c1ccccc1)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C24H23O3P/c1-2-27-24(26)18-20(25)19-28(21-12-6-3-7-13-21,22-14-8-4-9-15-22)23-16-10-5-11-17-23/h3-17,19H,2,18H2,1H3
• InChIKey: QYXSFVCJCUXGJH-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: ethyl 3-oxo-4-(triphenyl-$l^{5}-phosphanylidene)butanoate; ethyl 3-oxo-4-(triphenyl-λ^5-phosphanylidene)butanoate
• IUPAC传统名: ethyl 3-oxo-4-(triphenyl-$l^{5}-phosphanylidene)butanoate; ethyl 3-oxo-4-(triphenyl-λ^5-phosphanylidene)butanoate
• 别名: 2-氧-4-(三苯基膦)丁酸乙酯; Ethyl 3-oxo-4-(triphenylphosphoranylidene)butyrate; [3-(Ethoxycarbonyl)-2-oxopropylidene]triphenylphosphorane; 3-Oxo-4-(triphenylphosphoranylidene)butanoic acid ethyl ester; 4-(Triphenylphosphoranylidene)acetoacetic acid ethyl ester; [3-(Ethoxycarbonyl)-2-oxopropylidene]triphenylphosphorane; Ethyl 3-oxo-4-(triphenylphosphoranylidene)butyrate; Ethyl 3-Oxo-4-(triphenylphosphoranylidene)butyrate

登记号

• CAS号: 13148-05-5
• MDL号: MFCD00192162
• PubChem SID: 162039782; 24866344
• PubChem CID: 2734128

理论计算性质

• Acid pKa: 11.046894
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 5.944699
• LogD (pH = 7.4): 5.944602
• Log P: 5.9447
• 摩尔折射率: 113.0929 cm^3
• 极化性: 44.349445 Å^3
• 极化表面积: 43.37 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Acetone; Dichloromethane; Methanol
• 外观: Off-White Powder
• 熔点: 103-104°C

安全信息

• 保存条件: -20°C Freezer
• 保存注意事项: Irritant
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: 97%
• 线性分子式: (C6H5)3P=CHCOCH2CO2C2H5

详细说明

Sigma Aldrich - 420670

包装
5 g in glass bottle
Application
Reactant for stereoselective synthesis of:
• Polysubstituted cyclopentanones via double Michael addition reactions
• Hydroindanes via asymmetric quadruple aminocatalytic three-component domino condensation and spirocyclization
• Oxocyclohexenecarboxylates by cyclocondensationReactant for preparation of:
• γ-(Dioxobutylidene)butenolides
• Chain conjugated 2H-pyran-5-carboxylates
• 2-Substituted pyridoacridines with antitumor activity by means of thermolysis
可通过一步路线与乙二醛类偶联生成 4-羟基环戊酮类。1还可用于由噁唑酮制备 2H-吡喃-2-酮。2

Toronto Research Chemicals - E925425

A useful synthetic intermediate in the production of antibiotics.