2-ethoxycarbonylprop-2-enylthioacetonitrile | 1162196-79-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-ethoxycarbonylprop-2-enylthioacetonitrile
• 英文别名: Ethyl 2-(cyanomethylsulfanylmethyl)prop-2-enoate
• CAS: 1162196-79-3
• 化学式: C₈H₁₁NO₂S
• 分子量: 185.247
• InChiKey: FIVGXWAFTHYWBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  75.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-ethoxycarbonylprop-2-enylthioacetonitrile 在 potassium tert-butylate 、 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 生成 ethyl trans-5-cyanotetrahydrothiophene-3-carboxylate 、 ethyl cis-5-cyanotetrahydrothiophene-3-carboxylate
  参考文献：
  名称：

  Convenient Synthesis of 2,4-Disubstituted Tetrahydrothiophenes from Mannich's Adducts

  摘要：

  Ammonium salts of -functionalized allylic amines 1 were successfully employed as electrophilic agents with functional thiols. The obtained intermediate 2 underwent intramolecular cyclization in the presence of potassium tert-butoxide to afford 2,4-disubstituted tetrahydrothiophenes 3.

  DOI：

  10.1080/00397910802573148
• 作为产物：
  描述：

  2-mercaptoacetonitrile 、 Ethyl 2-[(4-methylmorpholin-4-ium-4-yl)methyl]prop-2-enoate;iodide 以 乙醇 为溶剂， 以55%的产率得到2-ethoxycarbonylprop-2-enylthioacetonitrile
  参考文献：
  名称：

  Convenient Synthesis of 2,4-Disubstituted Tetrahydrothiophenes from Mannich's Adducts

  摘要：

  Ammonium salts of -functionalized allylic amines 1 were successfully employed as electrophilic agents with functional thiols. The obtained intermediate 2 underwent intramolecular cyclization in the presence of potassium tert-butoxide to afford 2,4-disubstituted tetrahydrothiophenes 3.

  DOI：

  10.1080/00397910802573148

文献信息

• Convenient Synthesis of 2,4-Disubstituted Tetrahydrothiophenes from Mannich's Adducts
  作者：Hedi M'rabet、Mohamed Ould M'hamed、Mohamed Lotfi Efrit

  DOI：10.1080/00397910802573148

  日期：2009.4.7

  Ammonium salts of -functionalized allylic amines 1 were successfully employed as electrophilic agents with functional thiols. The obtained intermediate 2 underwent intramolecular cyclization in the presence of potassium tert-butoxide to afford 2,4-disubstituted tetrahydrothiophenes 3.