trans-1-(phenylthio)-2-moroholinoethylene | 179670-28-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: trans-1-(phenylthio)-2-moroholinoethylene
• 英文别名: 4-[(E)-2-phenylsulfanylethenyl]morpholine
• CAS: 179670-28-1
• 化学式: C₁₂H₁₅NOS
• 分子量: 221.323
• InChiKey: JVSDRMUYHFQMKM-DHZHZOJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.58
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  12.47
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  trans-1-(phenylthio)-2-moroholinoethylene 在 盐酸 、 叔丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 生成 α-thiophenylcinnamaldehyde
  参考文献：
  名称：

  Duhamel, Lucette; Chauvin, Joe; Messier, Angela, Journal of Chemical Research, Miniprint, 1982, # 2, p. 621 - 640

  摘要：

  DOI：
• 作为产物：
  描述：

  dioxolanne de l'α-phenylthioacetaldehyde 在 甲酸 、 3 A molecular sieve 作用下， 以 乙醚 为溶剂， 反应 2.0h， 生成 trans-1-(phenylthio)-2-moroholinoethylene
  参考文献：
  名称：

  Duhamel, Lucette; Chauvin, Joe; Messier, Angela, Journal of Chemical Research, Miniprint, 1982, # 2, p. 621 - 640

  摘要：

  DOI：

文献信息

• Synthesis and Cycloaddition Reactions of 1-(Arylthio)-1,3-dienes. A Combined Experimental and Theoretical Study of Bicyclic Adducts Structures
  作者：Jacques Maddaluno、Odile Gaonac'h、Albert Marcual、Loïc Toupet、Claude Giessner-Prettre

  DOI：10.1021/jo9519120

  日期：1996.1.1

  A method giving simple access to various 1-(phenylthio)-4-substituted-1,3-dienes (5-10) is described. The influence of the different functionalizations introduced on the dienic systems has been tested in a set of classical [4 + 2] cycloaddition reactions. Both the endo/exo and regio selectivities have been investigated. While the endo compound is, as expected, the only or major isomer in all cases, the regio competition between sulfur and oxygen is in favor of the oxygen substituent in the case studied here, in contrast to related works. For one type of adduct, X-ray crystallographic analysis and NMR spectroscopy have been used in conjunction with ab initio and semiempirical AM1 calculations to determine the structure and conformations of products as well as the energetic pathway from the primary concave endo cycloadduct (28) to a rearranged bicyclic structure (39), The theoretical results fully support the occurrence of a photochemical [1,3] sigmatropic shift of the thiophenyl group.
• DUHAMEL, L.;CHAUVIN, J.;MESSIER, A., J. CHEM. RES. MICROFICHE, 1982, N 2, 48-49
  作者：DUHAMEL, L.、CHAUVIN, J.、MESSIER, A.

  DOI：——

  日期：——
• Duhamel, Lucette; Chauvin, Joe; Messier, Angela, Journal of Chemical Research, Miniprint, 1982, # 2, p. 621 - 640
  作者：Duhamel, Lucette、Chauvin, Joe、Messier, Angela

  DOI：——

  日期：——