3-Methylene-1-oxa-spiro[4.6]undecan-2-one | 52978-86-6

• 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: 3-Methylene-1-oxa-spiro[4.6]undecan-2-one
• 英文别名: 3-Methylene-1-oxaspiro[4.6]undecan-2-one；3-methylidene-1-oxaspiro[4.6]undecan-2-one
• CAS: 52978-86-6
• 化学式: C₁₁H₁₆O₂
• 分子量: 180.247
• InChiKey: RJANVBBARADBDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 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：

  环庚酮 、 2-溴甲基丙烯酸乙酯 在 锌 作用下， 以 四氢呋喃 为溶剂， 以42%的产率得到3-Methylene-1-oxa-spiro[4.6]undecan-2-one
  参考文献：
  名称：

  Synthesis of .alpha.-methylene-.gamma.-butyrolactones: a structure-activity relationship study of their allergenic power

  摘要：

  Thirty-five alpha-methylene-gamma-butyrolactones have been prepared and their allergenic properties tested on the skin of guinea pigs experimentally sensitized to (a) alantolactone (1), (b) isoalantolactone (2), and (c) alpha-methylene-gamma-butyrolactone (3). The two first groups of animals cross-react to lactones containing 9 to 18 carbon atoms but not to smaller alpha-methylene-gamma-butyrolactones. Conversely, animals sensitized to alpha-methylene-gamma-butyrolactone react only with alpha-methylene-gamma-butyrolactones containing 6 and 7 carbon atoms. These results are discussed in relation with the allergic contact dermatitis mechanism.

  DOI：

  10.1021/jm00183a013

文献信息

• Synthesis of .alpha.-methylene-.gamma.-butyrolactones: a structure-activity relationship study of their allergenic power
  作者：Gilbert Schlewer、Jean Luc Stampf、Claude Benezra

  DOI：10.1021/jm00183a013

  日期：1980.9

  Thirty-five alpha-methylene-gamma-butyrolactones have been prepared and their allergenic properties tested on the skin of guinea pigs experimentally sensitized to (a) alantolactone (1), (b) isoalantolactone (2), and (c) alpha-methylene-gamma-butyrolactone (3). The two first groups of animals cross-react to lactones containing 9 to 18 carbon atoms but not to smaller alpha-methylene-gamma-butyrolactones. Conversely, animals sensitized to alpha-methylene-gamma-butyrolactone react only with alpha-methylene-gamma-butyrolactones containing 6 and 7 carbon atoms. These results are discussed in relation with the allergic contact dermatitis mechanism.