S-Naphthalen-2-yl 5-hexenethioate | 155784-70-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: S-Naphthalen-2-yl 5-hexenethioate
• 英文别名: S-naphthalen-2-yl hex-5-enethioate
• CAS: 155784-70-6
• 化学式: C₁₆H₁₆OS
• 分子量: 256.368
• InChiKey: WDRUQUAXIDCXPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  S-Naphthalen-2-yl 5-hexenethioate 生成 5-己烯醛
  参考文献：
  名称：

  Penn John H., Liu Fang, J. Org. Chem, 59 (1994) N 9, S 2608-2612

  摘要：

  DOI：
• 作为产物：
  描述：

  5-己烯酸 、 alkaline earth salt of/the/ methylsulfuric acid 在 吡啶 、 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 苯 为溶剂， 反应 1.0h， 生成 S-Naphthalen-2-yl 5-hexenethioate
  参考文献：
  名称：

  Generation of Acyl Radicals From 2-Naphthyl Thioesters

  摘要：

  A series of S-2-naphthyl thioesters were synthesized from the corresponding carboxylic acids or acid chlorides. Irradiation of these thioesters in the presence of a hydrogen source (i.e., 1,4-cyclohexadiene) generated the corresponding aldehydes. In this fashion, primary, secondary, tertiary, and aryl carboxylic acids were converted to the aldehydes in high yields. Intramolecular radical cyclization reactions support the hypothesis that the reaction proceeds via the formation of acyl radicals. The formation of aldehydes was not perturbed by possible Norrish Type II reactions.

  DOI：

  10.1021/jo00088a053

文献信息

• Generation of Acyl Radicals From 2-Naphthyl Thioesters
  作者：John H. Penn、Fang Liu

  DOI：10.1021/jo00088a053

  日期：1994.5

  A series of S-2-naphthyl thioesters were synthesized from the corresponding carboxylic acids or acid chlorides. Irradiation of these thioesters in the presence of a hydrogen source (i.e., 1,4-cyclohexadiene) generated the corresponding aldehydes. In this fashion, primary, secondary, tertiary, and aryl carboxylic acids were converted to the aldehydes in high yields. Intramolecular radical cyclization reactions support the hypothesis that the reaction proceeds via the formation of acyl radicals. The formation of aldehydes was not perturbed by possible Norrish Type II reactions.
• Penn John H., Liu Fang, J. Org. Chem, 59 (1994) N 9, S 2608-2612
  作者：Penn John H., Liu Fang

  DOI：——

  日期：——