5-(Chloromethyl)-3-methyloxolan-2-one | 16036-20-7

• 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: 5-(Chloromethyl)-3-methyloxolan-2-one
• CAS: 16036-20-7
• 化学式: C₆H₉ClO₂
• 分子量: 148.589
• InChiKey: BYBQYNMHUQTJTB-UHFFFAOYSA-N

物化性质

• 沸点：
  259.7±13.0 °C(predicted)
• 密度：
  1.154±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 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：

  2-甲基-4-戊酸 在 碘苯二乙酸 、 lithium chloride 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以81%的产率得到5-(Chloromethyl)-3-methyloxolan-2-one
  参考文献：
  名称：

  An effective method for the preparation of chlorolactones

  摘要：

  The effective chlorolactonization of alkenoic acids with (diacetoxyiodo)benzene and lithium chloride under mild conditions have been studied. Experiments show that various 4-pentenoic acids react with (diacetoxyiodo)benzene and lithium chloride fluently in CH3OH at room temperature, obtaining five-membered chlorolactones in good yields in short times. Other alkenoic acids, such as 3-butenoic acid and trans 3-hexenoic acid give some more complicated results, and 4-pentynoic acid provides a chloroenol lactone with Z configuration in 40% of yield. (C) 2010 Min Zhu. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2010.11.014

文献信息

• An effective method for the preparation of chlorolactones
  作者：Min Zhu、Li Li、Jiang Ying Tong、Hui Zhang

  DOI：10.1016/j.cclet.2010.11.014

  日期：2011.4

  The effective chlorolactonization of alkenoic acids with (diacetoxyiodo)benzene and lithium chloride under mild conditions have been studied. Experiments show that various 4-pentenoic acids react with (diacetoxyiodo)benzene and lithium chloride fluently in CH3OH at room temperature, obtaining five-membered chlorolactones in good yields in short times. Other alkenoic acids, such as 3-butenoic acid and trans 3-hexenoic acid give some more complicated results, and 4-pentynoic acid provides a chloroenol lactone with Z configuration in 40% of yield. (C) 2010 Min Zhu. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.