1-methylcyclononanol | 40001-61-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-methylcyclononanol
• 英文别名: 1-methylcyclononan-1-ol
• CAS: 40001-61-4
• 化学式: C₁₀H₂₀O
• 分子量: 156.268
• InChiKey: VCVCSQMDTPHJGX-UHFFFAOYSA-N

物化性质

• 熔点：
  50.5-51.7 °C
• 沸点：
  227.2±8.0 °C(Predicted)
• 密度：
  0.892±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  2-Hydroxy-1-cyclononanon 在 盐酸 、 乙醚 、 水 、 锌 作用下， 生成 1-methylcyclononanol
  参考文献：
  名称：

  The Effect of Ring Size on the Rate of Solvolysis of the 1-Chloro-1-methylcycloalkanes^1,2

  摘要：

  DOI：

  10.1021/ja01128a007

文献信息

• Relative kinetic ordering of [1,3]-hydrogen migration, anionic oxy-cope rearrangement, and base-accelerated dehydration in tertiary cyclononatrienyl alkoxides
  作者：Gary D. Crouse、Leo A. Paquette

  DOI：10.1016/s0040-4039(01)81854-2

  日期：1981.1

  The reactivity exhibited by 1-methyl- and 1-ethyl- -2,4,7-cyclononatrienol toward KH under various conditions has been examined.

  研究了在各种条件下1-甲基-和1-乙基--2,4,7-环壬三烯酚对KH表现出的反应性。
• METHOD FOR PRODUCING CARBOXYLIC ACID
  申请人：National Institute of Advanced Industrial Science and Technology

  公开号：EP1544190A1

  公开（公告）日：2005-06-22

  The present invention provides a safe, convenient and efficient method for producing carboxylic acid by a reaction of alicyclic alcohol with an aqueous hydrogen peroxide to thereby obtain carboxylic acid in high yield from alicyclic alcohol or alicyclic ketone under mild reaction conditions, wherein the reaction operation is simple and easy, a step for removing solvent after completion of the reaction is not necessary and influence and toxicity upon the environment and human body are markedly small. In order to provide it, an oily alicyclic alcohol is allowed to react with an aqueous hydrogen peroxide in the presence of a catalyst containing a metal compound belonging to Group 6 of the Periodic Table in a heterogeneous solution system.

  本发明提供了一种安全、方便、高效的生产羧酸的方法，该方法通过脂环醇与过氧化氢水溶液反应，从而在温和的反应条件下，从脂环醇或脂环酮中高产率地获得羧酸，反应操作简单易行，反应完成后无需去除溶剂的步骤，对环境和人体的影响和毒性明显较小。为了实现这一目标，需要在一个异相溶液体系中，在含有元素周期表第 6 族金属化合物的催化剂存在下，使油性脂环醇与过氧化氢水溶液发生反应。
• Method for producing carboxylic acid
  申请人：Sato Kazuhiko

  公开号：US20050215817A1

  公开（公告）日：2005-09-29

  The present invention provides a safe, convenient and efficient method for producing carboxylic acid by a reaction of alicyclic alcohol with an aqueous hydrogen peroxide to thereby obtain carboxylic acid in high yield from alicyclic alcohol or alicyclic ketone under mild reaction conditions, wherein the reaction operation is simple and easy, a step for removing solvent after completion of the reaction is not necessary and influence and toxicity upon the environment and human body are markedly small. In order to provide it, an oily alicyclic alcohol is allowed to react with an aqueous hydrogen peroxide in the presence of a catalyst containing a metal compound belonging to Group 6 of the Periodic Table in a heterogeneous solution system.

  本发明提供了一种安全、方便、高效的生产羧酸的方法，该方法通过脂环醇与过氧化氢水溶液反应，从而在温和的反应条件下，从脂环醇或脂环酮中高产率地获得羧酸，反应操作简单易行，反应完成后无需去除溶剂的步骤，对环境和人体的影响和毒性明显较小。为了实现这一目标，需要在一个异相溶液体系中，在含有元素周期表第 6 族金属化合物的催化剂存在下，使油性脂环醇与过氧化氢水溶液发生反应。
• METHOD FOR PRODUCING CARBOXYLIC ACIDS
  申请人：National Institute of Advanced Industrial Science and Technology

  公开号：EP1544190B1

  公开（公告）日：2011-08-31
• 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.