1,1-dideutero-5-hexene-1-ol | 135744-06-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1,1-dideutero-5-hexene-1-ol
• CAS: 135744-06-8
• 化学式: C₆H₁₂O
• 分子量: 102.145
• InChiKey: UIZVMOZAXAMASY-NCYHJHSESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.33
• 重原子数：
  7.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1,1-dideutero-5-hexene-1-ol 生成 6,6-dideutero-6-methoxy-1-hexene
  参考文献：
  名称：

  On the mechanism of the ethyl elimination from the molecular ion of 6-methoxy-1-hexene

  摘要：

  AbstractIt is shown by 13C and D labelling that the ethyl radical elimination from the molecular ion of 6‐methoxy‐1‐hexene is a very complex process involving at least two different channels. The major channel (80%) is induced by an initial 1,5‐hydrogen shift in the molecular ion from C(5) to C(l) leading via a series of steps to methoxy‐cyclohexnne, which then undergoes a ring contraction to 2‐methyl‐1‐methoxycyclopentane, being the key intermediate for the ethyl loss. The same key intermediate is formed in the other, minor channel (20%) by ring closure directly following an initial 1,6‐hydrogen shift in the molecular ion of 6‐methoxy‐1‐hexene from C(6) to C(l). Collision‐induced dissociation experiments on the [M − ethyl]+ ion from 6‐methoxy‐1‐hexene have further established that it has the unique structure of oxygen methyl cationized 2‐methyIpropen‐2‐al. This ion is also generated by ethyl loss from the molecular ion of 2‐methyl‐1‐methoxycyclopentane itself, as shown by collision‐induced dissociation experiments, thus confirming the key role of the intermediate mentioned.

  DOI：

  10.1002/oms.1210230513
• 作为产物：
  描述：

  5-己烯酸 在 lithium aluminium deuteride 作用下， 生成 1,1-dideutero-5-hexene-1-ol
  参考文献：
  名称：

  有机钴配合物中烷基重排的自由基链机制

  摘要：

  La transposition Moleculaire d'une serie de complexes hexene-5yl-Co(III) avec differents bases de Schiff a lieu par un processus Radiaaire en chaine inhabituel。Influence de traces d'impuretes sur la facilite de la transposition hexene-5yl→cyclopentylmethyl

  DOI：

  10.1021/ja00276a017

文献信息

• Bowen, Richard D.; Maccoll, Allan, Journal of the Chemical Society. Perkin transactions II, 1987, p. 1019 - 1026
  作者：Bowen, Richard D.、Maccoll, Allan

  DOI：——

  日期：——