丙二酸二乙酯

• 产品号: A15468
• CAS号: 105-53-3
• 分子式: C7H12O4
• 分子量: 160.16778
• 纯 度: 99%

产品别名

• 标题: Diethyl malonate
• IUPAC标准名: 1,3-diethyl propanedioate
• IUPAC传统名: diethyl malonate
• 别名: Malonic acid diethyl ester; Propanedioic acid diethyl ester

产品登记号

• EC号: 203-305-9
• MDL号: MFCD00009195
• 默克索引号: 143823
• CAS号: 105-53-3
• Beilstein号: 774687

产品性质

• 纯度: 99%
• 沸点: 198-200°C
• 密度: 1.055
• 闪点: 90°C(194°F)
• 熔点: -50°C
• 折射率: 1.4140
• GHS危险声明: H227
• RTECS编号: OO0700000
• TSCA收录: 是

参考文献

• For phase-transfer monoalkylation of the active methylene group see, e.g. (18-crown-6): Synthesis, 37 (1977); and (BTEAC): Org. Prep. Proced. Int., 26, 469 (1994). Solid-liquid phase transfer alkylation has been promoted by microwave irradiation: Synth. Commun., 25,1761 (1995). Dialkylation can also occur in the presence of BTEAC: Synthesis, 54 (1985); Org. Synth. Coll., 7, 411 (1990), to give cyclopropane derivatives. Stereoselective alkylation has been achieved under particularly mild conditions with secondary alkyl mesylates in the presence of Cesium fluoride, 12885 in DMF; complete inversion occurs at the secondary alkyl carbon: J. Org. Chem., 60, 2627 (1995); see also: Synlett, 499 (1998).
• C-Acylation of malonic esters is normally carried out by reaction of the Mg derivative with an acid chloride. A convenient method using a combination of MgCl₂ and triethylamine was introduced by Rathke: J. Org. Chem., 50, 2622 (1985); see also Triethylamine, A12646 for discussion of this system:
  
• A number of procedures have been devised for the direct conversion of malonic esters to acetic esters (decarboalkoxylation), in a single step of which heating in wet DMSO is perhaps the simplest: J. Org. Chem., 43, 138 (1978). See also 1,4-Diazabicyclo[2.2.2]octane, A14003.
• Compare also Dimethyl malonate, A11007, Di-tert-butyl malonate, A12774, Dibenzyl malonate, A10844, and Isopropylidene malonate, A15603.
• Substituents can also be introduced by Michael addition; see e.g.: Org. Synth. Coll., 8, 467 (1993).
• Arylation occurs with aryl bromides in the presence of CuI: Gazz. Chim. Ital., 122, 511 (1992).