2-(1-propenyl)-1,3-oxathiane | 141246-37-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧硫烷类
• 英文名称: 2-(1-propenyl)-1,3-oxathiane
• 英文别名: 2-[(E)-prop-1-enyl]-1,3-oxathiane
• CAS: 141246-37-9
• 化学式: C₇H₁₂OS
• 分子量: 144.238
• InChiKey: TZIAGQRGXZAOJO-DUXPYHPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 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：

  2-(1-propenyl)-1,3-oxathiane 在 重水 、 仲丁基锂 作用下， 生成 2-deuterio-2-[(E)-prop-1-enyl]-1,3-oxathiane
  参考文献：
  名称：

  Reactions of oxathio-substituted crotyllithium with alkyl halides and carbonyl compounds. An example of an ambident nucleophile

  摘要：

  The lithiated anion (2), obtained by treatment of 2-(1-propenyl)-1,3-oxathiane (1) with sec-BuLi, reacts with alkyl halides yielding substitution products predominantly at the alpha-terminus; on the contrary, carbonyl compounds afford addition products at the gamma-terminus. The gamma-adducts readily cyclize to spiro oxathianes.

  DOI：

  10.1016/s0040-4020(01)88769-x
• 作为产物：
  描述：

  巴豆醛 、 3-巯基-1-丙醇 在 4-甲基苯磺酸吡啶 作用下， 以 苯 为溶剂， 反应 1.0h， 以52%的产率得到2-(1-propenyl)-1,3-oxathiane
  参考文献：
  名称：

  Reactions of oxathio-substituted crotyllithium with alkyl halides and carbonyl compounds. An example of an ambident nucleophile

  摘要：

  The lithiated anion (2), obtained by treatment of 2-(1-propenyl)-1,3-oxathiane (1) with sec-BuLi, reacts with alkyl halides yielding substitution products predominantly at the alpha-terminus; on the contrary, carbonyl compounds afford addition products at the gamma-terminus. The gamma-adducts readily cyclize to spiro oxathianes.

  DOI：

  10.1016/s0040-4020(01)88769-x

文献信息

• Bellato R., Gatti A., Venturello P., Tetrahedron, 48 (1992) N 12, S 2501-2506
  作者：Bellato R., Gatti A., Venturello P.

  DOI：——

  日期：——
• Reactions of oxathio-substituted crotyllithium with alkyl halides and carbonyl compounds. An example of an ambident nucleophile
  作者：Roberto Bellato、Antonella Gatti、Paolo Venturello

  DOI：10.1016/s0040-4020(01)88769-x

  日期：1992.3

  The lithiated anion (2), obtained by treatment of 2-(1-propenyl)-1,3-oxathiane (1) with sec-BuLi, reacts with alkyl halides yielding substitution products predominantly at the alpha-terminus; on the contrary, carbonyl compounds afford addition products at the gamma-terminus. The gamma-adducts readily cyclize to spiro oxathianes.