3-Methylidene-5-undecyloxolan-2-one | 74513-04-5

• 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-Methylidene-5-undecyloxolan-2-one
• CAS: 74513-04-5
• 化学式: C₁₆H₂₈O₂
• 分子量: 252.397
• InChiKey: VXLNYJVXBVMMBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  18
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 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：

  十二醛 、 2-溴甲基丙烯酸乙酯 在 锌 作用下， 以 四氢呋喃 为溶剂， 以84%的产率得到3-Methylidene-5-undecyloxolan-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.
• COPOLYMER AND MOLDED ARTICLE
  申请人：KURARAY CO., LTD.

  公开号：US20170174802A1

  公开（公告）日：2017-06-22

  A copolymer comprising structural units derived from a monomer represented by formula (1) and structural units derived from another monomer (A). (In formula (1), ring Z1 represents a C3-10 ring structure optionally having an oxygen atom at any position formed together with two carbon atoms on γ-butyrolactone. R1 represents a hydrogen atom or C1-10 alkyl group.
• Synthesis of a model hapten with cyclohexanediol and .alpha.-methylene-.gamma.-butyrolactone groups, a synthetic analog of poison ivy and tulipalin allergens connected with a carbon chain
  作者：Henri Mattes、Claude Benezra

  DOI：10.1021/jo00247a014

  日期：1988.6