(E)-1,2-dideuterio-5-iodo-1-pentene | 134287-52-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机碘化物
• 英文名称: (E)-1,2-dideuterio-5-iodo-1-pentene
• CAS: 134287-52-8
• 化学式: C₅H₉I
• 分子量: 198.015
• InChiKey: GTEUBQCAVFVWBL-NWXJDEBISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.39
• 重原子数：
  6.0
• 可旋转键数：
  3.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  (E)-1,2-dideuterio-5-iodo-1-pentene 、 2-cyclohexa-1,4-dien-1-yloxy-N,N-dimethylethanamine 在 盐酸 、 正丁基锂 作用下， 生成 2-<(E)-4,5-dideuterio-4-pentenyl>-2-cyclohexen-1-one
  参考文献：
  名称：

  Regiochemistry and stereochemistry of intramolecular [2+2] photocycloaddition of carbon-carbon double bonds to cyclohexenones

  摘要：

  The intramolecular [2 + 2] photocycloaddition mechanism of alkenes tethered by a three-methylene chain to cyclohexenones has been studied. It was found that the reversion from a 1,4-diradical intermediate to starting material is slow relative to the rate of photoadduct formation. Only ''straight'' closure was observed in the systems studied. For compounds 1-3 and 5, the assumption that the first bond is formed between the beta-carbon of the enone and C-4' leading to a 1,4-diradical is supported. For the formation of compounds 6-11, possible mechanisms are discussed.

  DOI：

  10.1021/jo00014a040
• 作为产物：
  描述：

  4-戊炔-1-醇 在 Lindlar's catalyst 氘 作用下， 以 苯 为溶剂， 反应 7.0h， 生成 (E)-1,2-dideuterio-5-iodo-1-pentene
  参考文献：
  名称：

  Regiochemistry and stereochemistry of intramolecular [2+2] photocycloaddition of carbon-carbon double bonds to cyclohexenones

  摘要：

  The intramolecular [2 + 2] photocycloaddition mechanism of alkenes tethered by a three-methylene chain to cyclohexenones has been studied. It was found that the reversion from a 1,4-diradical intermediate to starting material is slow relative to the rate of photoadduct formation. Only ''straight'' closure was observed in the systems studied. For compounds 1-3 and 5, the assumption that the first bond is formed between the beta-carbon of the enone and C-4' leading to a 1,4-diradical is supported. For the formation of compounds 6-11, possible mechanisms are discussed.

  DOI：

  10.1021/jo00014a040

文献信息

• Steric effects in intramolecular [2+2] photocycloaddition of CC double bonds to cyclohexenones.
  作者：D. Becker、N. Haddad

  DOI：10.1016/s0040-4020(01)80336-7

  日期：1993.1

  The effect of substituents on the mode of approach and the endo/exo ratio in intramolecular [2+2] photocycloaddition reactions were studied.

  研究了取代基对分子内[2 + 2]光环加成反应中接近方式和内/外比的影响。