(E)-1-ethoxy-2-(methylthio)ethylene | 53715-46-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (E)-1-ethoxy-2-(methylthio)ethylene
• 英文别名: trans-1-Ethoxy-2-methylthioethen；trans-1-ethoxy-2-methylsulfanyl-ethene；(E)-1-ethoxy-2-methylsulfanylethene
• CAS: 53715-46-1
• 化学式: C₅H₁₀OS
• 分子量: 118.2
• InChiKey: ASVFSGWCIOUDHR-SNAWJCMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-1-ethoxy-2-(methylthio)ethylene 在 (isomerization) 作用下， 生成 cis-1-Ethoxy-2-methylthioethen
  参考文献：
  名称：

  Turecek,F.; Prochazka,M., Collection of Czechoslovak Chemical Communications, 1974, vol. 39, p. 2073 - 2084

  摘要：

  DOI：
• 作为产物：
  描述：

  cis-1-Ethoxy-2-methylthioethen 在 (isomerization) 作用下， 生成 (E)-1-ethoxy-2-(methylthio)ethylene
  参考文献：
  名称：

  Turecek,F.; Prochazka,M., Collection of Czechoslovak Chemical Communications, 1974, vol. 39, p. 2073 - 2084

  摘要：

  DOI：

文献信息

• 2-Ethoxyvinyllithiums and diethoxyvinyllithiums : what makes them stable or fragile?
  作者：Manfred Schlosser、Heng-xu Wei

  DOI：10.1016/s0040-4020(96)01075-7

  日期：1997.2

  The elusive (E)-2-ethoxyvinyllithium can be readily generated in tetrahydrofuran at -75 degrees C from (E)-1-bromo-2-ethoxyethylene by halogen/metal exchange and subsequently trapped with electrophiles. Alkylation opens a convenient entry to (E)-configurated enethers. (E)-2-Ethoxyvinyllithium decomposes rapidly at -50 degrees C whereas its (Z)-isomer, which lacks the possibility to eliminate lithium ethoxide in a favorable anti-periplanar process, is stable under the same conditions. (E)-1,2-Diethoxyvinyllithium even sustains reflux temperatures (approximately 75 degrees C). 2,2-Diethoxyvinyllithium and (Z)-1,2-diethoxyvinyllithium can be conserved at 0 degrees C although this time loss of alcoholate can occur in the anti-mode. Obviously it matters whether the energy-rich ethoxyacetylene is formed as the elimination product or simple acetylene, as in the case of (E)-2-ethoxyvinyllithium. (C) 1997, Elsevier Science Ltd.