cis-1-Methyl-cyclononen | 40001-66-9

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: cis-1-Methyl-cyclononen
• 英文别名: cis-1-Methyl-cyclononen-(1)；Cyclononene, 1-methyl；(1Z)-1-methylcyclononene
• CAS: 40001-66-9
• 化学式: C₁₀H₁₈
• 分子量: 138.253
• InChiKey: ZXMQTPUCEFWQPS-NTMALXAHSA-N

物化性质

• 沸点：
  101.6-103.5 °C(Press: 11 Torr)
• 密度：
  0.808±0.06 g/cm3(Predicted)
• 保留指数：
  1162;1102

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  cis-1-Methyl-cyclononen 在 palladium on activated charcoal 氢气 作用下， 以 乙醚 为溶剂， 生成 methylcyclononan
  参考文献：
  名称：

  Alkali metal reduction studies of cis- and trans-bicyclo[6.1.0]nona-2,4,6-trienes in liquid ammonia. Evidence for the high basicity of monohomocyclooctatetraene dianions

  摘要：

  DOI：

  10.1021/ja00828a021
• 作为产物：
  描述：

  1-methylcyclononanol 在 硫酸 作用下， 生成 cis-1-Methyl-cyclononen
  参考文献：
  名称：

  Amine Oxides. VIII. Medium-sized Cyclic Olefins from Amine Oxides and Quaternary Ammonium Hydroxides^1,2

  摘要：

  Thermal decompositions of the N-oxides derived from N,N-dimethyl-1-methylcycloalk,lamines II having eight-, nine- and ten-membered rings yield olefin mixtures containing 98.6, 94.0 and 97.5%, respectively, of 1-methylcycloalkenes. Considerable amounts of the trans isomers are formed from the nine- and ten-membered N-oxides. Pyrolyses of the corresponding quaternary hydroxides produce mixtures of methylenecycloalkanes and 1-methylcycloalkenes (predominantly cis), violation of the Hofmann rule being at a maximum in the decomposition of the nine-membered quaternary hydroxide. Importance of relative product stabilities and the operation of non-bonded interactions are discussed as possible explanations for the observed directions of elimination. Thermal decompositions of the N-oxides and quaternary hydroxides of dimethylcycloalkvimethylamines IV containing eight-, nine- and ten-membered rings proceed as expected with formation of the corresponding methylenecycloalkanes.

  DOI：

  10.1021/ja01502a053

文献信息

• Cleavage of (3-chloro-2-methylenecycloalkyl)palladium chloride dimers: formation of olefins and α-methoxyolefins
  作者：William A. Donaldson

  DOI：10.1016/s0040-4020(01)86828-9

  日期：1987.1

  The cleavage of the title compounds () in methanolic potassium hydroxide gives mixtures of olefins and α-methoxyolefins in good yields. The ratio of the products is dependent on the size of the carbocydic ring. The mechanism proposed involves cleavage of to the corresponding allylic chloride (). Solvolysis of the chloride gives the α-methoxyolefin. Alternatively, oxidative addition of to Pd(0) generates

  标题化合物（）在甲醇氢氧化钾中的裂解以良好的收率得到烯烃和α-甲氧基烯烃的混合物。产物的比例取决于碳环的大小。提出的机理涉及裂解成相应的烯丙基氯（）。氯化物的溶剂分解得到α-甲氧基烯烃。或者，氧化成Pd（0）可生成新的π-烯丙基络合物，该化合物在随后裂解后可提供烯烃产物。
• Reactivity of (3-chloro-2-methylenecycloalkyl)palladium chloride dimers: pd-allyl cleavage, synthesis of (±)-13-methyltridecanolide.
  作者：William A. Donaldson、Barbara S. Taylor

  DOI：10.1016/s0040-4039(00)98980-9

  日期：1985.1

  The reactions of the title compounds under cleavage conditions affords the corresponding cycloalkenes as the major product. This methodology was used in the synthesis of 13-methyltridecanolide from cyclododecene.

  标题化合物在裂解条件下的反应得到相应的环烯烃作为主要产物。该方法用于从环十二烯合成13-甲基十三烷化物。
• Amine Oxides. VIII. Medium-sized Cyclic Olefins from Amine Oxides and Quaternary Ammonium Hydroxides^1,2
  作者：Arthur C. Cope、Engelbert Ciganek、Charles F. Howell、Edward E. Schweizer

  DOI：10.1021/ja01502a053

  日期：1960.9

  Thermal decompositions of the N-oxides derived from N,N-dimethyl-1-methylcycloalk,lamines II having eight-, nine- and ten-membered rings yield olefin mixtures containing 98.6, 94.0 and 97.5%, respectively, of 1-methylcycloalkenes. Considerable amounts of the trans isomers are formed from the nine- and ten-membered N-oxides. Pyrolyses of the corresponding quaternary hydroxides produce mixtures of methylenecycloalkanes and 1-methylcycloalkenes (predominantly cis), violation of the Hofmann rule being at a maximum in the decomposition of the nine-membered quaternary hydroxide. Importance of relative product stabilities and the operation of non-bonded interactions are discussed as possible explanations for the observed directions of elimination. Thermal decompositions of the N-oxides and quaternary hydroxides of dimethylcycloalkvimethylamines IV containing eight-, nine- and ten-membered rings proceed as expected with formation of the corresponding methylenecycloalkanes.
• Alkali metal reduction studies of cis- and trans-bicyclo[6.1.0]nona-2,4,6-trienes in liquid ammonia. Evidence for the high basicity of monohomocyclooctatetraene dianions
  作者：Steven V. Ley、Leo A. Paquette

  DOI：10.1021/ja00828a021

  日期：1974.10
• Mehta,G., Indian Journal of Chemistry, 1972, vol. 10, p. 592 - 597
  作者：Mehta,G.

  DOI：——

  日期：——