4.4-Dimethyl-2-carboxy-butyrolacton | 50598-41-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 4.4-Dimethyl-2-carboxy-butyrolacton
• 英文别名: 5,5-dimethyl-2-oxo-tetrahydro-furan-3-carboxylic acid；5,5-Dimethyl-2-oxo-tetrahydro-furan-3-carbonsaeure；5,5-Dimethyl-2-oxotetrahydrofuran-3-carboxylic acid；5,5-dimethyl-2-oxooxolane-3-carboxylic acid
• CAS: 50598-41-9
• 化学式: C₇H₁₀O₄
• 分子量: 158.154
• InChiKey: DWKOJUAMEBEFOX-UHFFFAOYSA-N

物化性质

• 熔点：
  98-99 °C
• 沸点：
  347.6±35.0 °C(Predicted)
• 密度：
  1.246±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,2-二甲基环丙烷-1,1-二羧酸 在 高氯酸 作用下， 以 水 为溶剂， 生成 4.4-Dimethyl-2-carboxy-butyrolacton
  参考文献：
  名称：

  Improved Synthesis of γ-Lactones from Cyclopropyl Cyanoesters

  摘要：

  [image omitted] Cyclopropyl cyanoesters 2 were reliably converted to -lactones 4 on treatment with aqueous sulfuric acid. The cyanoesters could be easily prepared from ketones or aldehydes in two steps, making this process particularly attractive from an efficiency standpoint.

  DOI：

  10.1080/00397911.2010.501472

文献信息

• Unusual iodine catalyzed lactonization of γ-methyl-γ,δ-pentenoic acids: A facile synthesis of γ,γ-dimethyl-γ-butyrolactones
  作者：Kyoung Mahn Kim、Eung K. Ryu

  DOI：10.1016/0040-4039(96)00026-3

  日期：1996.2

  γ,γ-Dimethyl-γ-butyrolactones were exclusively obtained from γ-methyl-γ,δ-pentenoic acids with a catalytic amount of iodine in good yields in methylene chloride.

  γ，γ-二甲基-γ-丁内酯仅从γ-甲基-γ，δ-戊烯酸中以催化量的碘在二氯甲烷中以高收率获得。
• Condensation of Ethyl Cyanoacetate with Alkene Oxides
  作者：Samuel A. Glickman、Arthur C. Cope

  DOI：10.1021/ja01222a034

  日期：1945.6
• Improved Synthesis of γ-Lactones from Cyclopropyl Cyanoesters
  作者：Nandini C. Patel、Jacob B. Schwarz、Khondaker Islam、Whitney Miller、Tuan P. Tran、Yunjing Wei

  DOI：10.1080/00397911.2010.501472

  日期：2011.8

  [image omitted] Cyclopropyl cyanoesters 2 were reliably converted to -lactones 4 on treatment with aqueous sulfuric acid. The cyanoesters could be easily prepared from ketones or aldehydes in two steps, making this process particularly attractive from an efficiency standpoint.