3,3-Dichloroallylpropionate | 133455-75-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,3-Dichloroallylpropionate
• 英文别名: 3,3-dichloroprop-2-enyl propanoate
• CAS: 133455-75-1
• 化学式: C₆H₈Cl₂O₂
• 分子量: 183.034
• InChiKey: PKUCENYVQBCADA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,1,1,3-四氯丙烷 、 potassium propionate 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以85%的产率得到3,3-Dichloroallylpropionate
  参考文献：
  名称：

  Reaction of ?,?,?-trichloro- and ?,?,?,?-tetrachloroalkanes with alkali metal acylates in aprotic solvents

  摘要：

  Polychloroalkanes and -alkenes R(CH2)nCl (R = CHCl2CH2, CCl2 = CH, n = 1, 3) in dipolar aprotic solvents - dimethylformamide (DMF), dimethylsulfoxide (DMSO), hexamethylphosphoramide (HMPA) - at 130-150-degrees-C react selectively at the CH2Cl group with salts of carboxylic acids R'CO2K(Na) to form dichloroesters R'CO2. (CH2)nR (R = CHCl2CH2, CCl2 = CH). In tetrachloroalkanes CCl3CH2(CH2)nCl (n = 1, 3, 5) under the same conditions the selectivity of the CCl3 and CH2Cl groups relative to the nucleophile R'CO2K(Na) is altered - unsaturated esters R'CO2(CH2)nCH = CCl2 are formed in one stage with yields of 75-90%. Under the selected conditions, high conversion of polychloroalkanes to esters is attained 3 to 5 times more rapidly than in acid media. The structure of the ester obtained has been confirmed by their PMR spectra.

  DOI：

  10.1007/bf01184532

文献信息

• KRUGLOVA, I. V., IZV. AN CCCP. CEP. XIM.,(1990) N2, S. 2790-2793
  作者：KRUGLOVA, I. V.

  DOI：——

  日期：——