2-甲氧基-2,5-二甲基己-4-烯 | 143734-10-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-甲氧基-2,5-二甲基己-4-烯
• 英文名称: 2-methoxy-2,5-dimethylhex-4-ene
• 英文别名: 5-Methoxy-2,5-dimethylhex-2-ene
• CAS: 143734-10-5
• 化学式: C₉H₁₈O
• 分子量: 142.241
• InChiKey: YEIRTEWLBSNGQV-UHFFFAOYSA-N

物化性质

• 沸点：
  156.4±19.0 °C(Predicted)
• 密度：
  0.803±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-氯-3-甲基-2-丁烯 在 sodium hydride 、 magnesium 作用下， 以 四氢呋喃 为溶剂， 生成 2-甲氧基-2,5-二甲基己-4-烯
  参考文献：
  名称：

  Reaction of azoalkanes with isolable cation radical salts

  摘要：

  Three tertiary azoalkanes related in the sense acyclic, cyclic, and bicyclic are shown to evolve nitrogen upon oxidation with stable cation radical salts. Thus azo-tert-octane (ATO), 3,3,6,6-tetramethyl-1,2-diazacyclohexene (TMDAC), and 1,4-dimethyl-2,3-diazabicyclo[2.2.2]oct-2-ene (Me2DBO) react rapidly with thianthrenium perchlorate (Th.+ClO4-), tris(p-bromophenyl)aminium hexachloroantimonate (TBPA.+SbCl6-), and TBPA.+SbF6-. The ether and olefin products, which are formed in high yield in CH2Cl2/MeOH solvent, are not those expected from the usual free-radical decomposition of azoalkanes but instead implicate carbocations. Although the reaction stoichiometry clearly requires 2 equiv of cation radical salt to one of azoalkane, the mechanism is not yet clearly defined. A complication in these studies is found in the ability of certain cation radical salts to oxidize more azoalkane than expected based on the 2:1 stoichiometry.

  DOI：

  10.1021/jo00049a025

文献信息

• Reaction of azoalkanes with isolable cation radical salts
  作者：Paul S. Engel、Donald M. Robertson、John N. Scholz、Henry J. Shine

  DOI：10.1021/jo00049a025

  日期：1992.11

  Three tertiary azoalkanes related in the sense acyclic, cyclic, and bicyclic are shown to evolve nitrogen upon oxidation with stable cation radical salts. Thus azo-tert-octane (ATO), 3,3,6,6-tetramethyl-1,2-diazacyclohexene (TMDAC), and 1,4-dimethyl-2,3-diazabicyclo[2.2.2]oct-2-ene (Me2DBO) react rapidly with thianthrenium perchlorate (Th.+ClO4-), tris(p-bromophenyl)aminium hexachloroantimonate (TBPA.+SbCl6-), and TBPA.+SbF6-. The ether and olefin products, which are formed in high yield in CH2Cl2/MeOH solvent, are not those expected from the usual free-radical decomposition of azoalkanes but instead implicate carbocations. Although the reaction stoichiometry clearly requires 2 equiv of cation radical salt to one of azoalkane, the mechanism is not yet clearly defined. A complication in these studies is found in the ability of certain cation radical salts to oxidize more azoalkane than expected based on the 2:1 stoichiometry.