2-cyclohexa-1,4-dien-1-yloxy-N,N-dimethylethanamine | 134287-55-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-cyclohexa-1,4-dien-1-yloxy-N,N-dimethylethanamine
• CAS: 134287-55-1
• 化学式: C₁₀H₁₇NO
• 分子量: 167.251
• InChiKey: HBVRLBOPQALZEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  12.47
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-cyclohexa-1,4-dien-1-yloxy-N,N-dimethylethanamine 在 盐酸 、 正丁基锂 作用下， 以 环己烷 为溶剂， 反应 7.83h， 生成 (3aR,4aR,8aS)-Octahydro-cyclopenta[1,4]cyclobuta[1,2]benzen-8-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

文献信息

• The order of first bond formation in the intramolecular photocycloaddition of 2-(4′-pentenyl)-cyclohex-2-enones
  作者：Nizar Haddad、Nitsa Galili

  DOI：10.1016/s0040-4039(97)01373-7

  日期：1997.8

  Complete trapping of 1,4-diradical intermediates, formed in the photocycloaddition of 9, provide direct evidence that first bond formation takes place at either C(α) or C(β) positions of the cyclic enone. No cleavage of the 1,4-diradical 10 or endo-diradical intermediates 11 and 12 could be detected. However, partial cleavage of the exo-diradical intermediates 13 and 14 was measured. Unusual long-range

  在9的光环加成反应中形成的1,4-双自由基中间体的完全捕获提供了直接的证据，表明第一键的形成发生在环状烯酮的C（α）或C（β）位置。没有检测到1，4-二自由基10或内二自由基中间体11和12的裂解。然而，测量了外双基中间体13和14的部分裂解。以与环丙基羰基自由基重排的竞争速率获得了不寻常的远程芳族自由基取代。