3-甲基辛-3-烯 | 20826-36-2

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 中文名称: 3-甲基辛-3-烯
• 英文名称: 3-methyl-3-octene
• 英文别名: 3-methyl-oct-3-ene；cis-trans-3-Methyl-3-octen；3-Methyloct-3-ene
• CAS: 20826-36-2
• 化学式: C₉H₁₈
• 分子量: 126.242
• InChiKey: RRPHUUXRVVPAAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  8-iodo-3-methyl-3-octene 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 48.0h， 生成 3-甲基辛-3-烯 、 sec-Butyl-cyclopentan
  参考文献：
  名称：

  Concerning the mechanism of reaction of lithium aluminum hydride with alkyl halides

  摘要：

  A detailed study of the mechanism of reaction of LiAlH4 with alkyl halides has been carried out with special emphasis on the use of radical probes. The data presented strongly support the validity of using radical probes in this reaction as an indication of an electron-transfer process. These studies also suggest a radical chain process (hydrogen atom transfer) in addition to the halogen atom transfer process on which we reported earlier. Studies to determine the influence of impurities as well as a potential metal-halogen exchange process are also reported.

  DOI：

  10.1021/jo00004a047

文献信息

• Selektive Synthesen mit Organometallen I. Konfigurativ einheitliche Folgeprodukte aus Alkenylkalium-Zwischenstufen
  作者：Manfred Schlosser、J�rgen Hartmann、Victor David

  DOI：10.1002/hlca.19740570611

  日期：——

  Methyl groups in positions adjacent to an olefinic double bond can be metalated without cis/trans isomerisation. On the other hand configurational changes can be brought about via metalotropy; under equilibrium conditions the Z isomers (metal cis to an alkyl in β position) predominate overwhelmingly. This behaviour opens new stereoselective routes of high preparative utility.

  可以在不进行顺式/反式异构化的情况下金属化与烯属双键相邻的位置中的甲基。另一方面，可以通过同质性引起构型变化。在平衡条件下，Z异构体（在β位置的金属顺式变为烷基）占绝大多数。此行为打开了具有较高制备效用的新的立体选择途径。
• Copper(II) Triflate, a New Reagent for Mild Dehydration of Alcohols: Synthetic Usefulness and Mechanistic Insight
  作者：Khosrow Laali、Robert J. Gerzina、Christine M. Flajnik、Cynthia M. Geric、Ann Marie Dombroski

  DOI：10.1002/hlca.19870700314

  日期：1987.5.6

  The effectiveness of copper(II) triflate (copper(II) trifluoromethanesulfonate) as a new dehydrating reagent for a variety of alcohols has been demonstrated. Based on several control experiments, a possible mechanism is suggested.

  已经证明了三氟甲磺酸铜（II）（三氟甲磺酸铜（II））作为多种醇类的新型脱水剂的有效性。基于几个控制实验，提出了一种可能的机制。