3'-Methylidenespiro(2,3-dihydro-1H-naphthalene-4,5'-oxolane)-2'-one | 29043-96-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 3'-Methylidenespiro(2,3-dihydro-1H-naphthalene-4,5'-oxolane)-2'-one
• 英文别名: 3'-methylidenespiro[2,3-dihydro-1H-naphthalene-4,5'-oxolane]-2'-one
• CAS: 29043-96-7
• 化学式: C₁₄H₁₄O₂
• 分子量: 214.264
• InChiKey: ISIQOXGBFBNCCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  3,4-二氢-1(2H)-萘酮 、 2-溴甲基丙烯酸乙酯 在 锌 作用下， 以 四氢呋喃 为溶剂， 以60%的产率得到3'-Methylidenespiro(2,3-dihydro-1H-naphthalene-4,5'-oxolane)-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.