1-[1-(氯甲基)环己基]乙酮 | 115437-03-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-[1-(氯甲基)环己基]乙酮
• 英文名称: 1-[1-(Chloromethyl)cyclohexyl]ethan-1-one
• 英文别名: 1-[1-(chloromethyl)cyclohexyl]ethanone
• CAS: 115437-03-1
• 化学式: C₉H₁₅ClO
• 分子量: 174.671
• InChiKey: AJLLXUSDKMCSKC-UHFFFAOYSA-N

物化性质

• 沸点：
  110-112 °C(Press: 10 Torr)
• 密度：
  1.036±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-[1-(氯甲基)环己基]乙酮 在 四氯化钛 作用下， 以 甲醇 、 苯 为溶剂， 反应 96.0h， 生成 2-benzyl-1-cyano-1-methyl-2-azaspiro<3,5>nonane
  参考文献：
  名称：

  Synthesis of azetidines from β-chloro imines

  摘要：

  DOI：

  10.1016/s0040-4020(01)85996-2
• 作为产物：
  描述：

  乙酰基环己烷 在 吡啶 、 sodium carbonate 、 lithium chloride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 142.0h， 生成 1-[1-(氯甲基)环己基]乙酮
  参考文献：
  名称：

  Synthesis of 1-Amino-2,2-dialkylcyclopropanecarboxylic Acids via Base-Induced Cyclization of .gamma.-Chloro-.alpha.-imino Esters

  摘要：

  beta-Chloro ketones were oxidatively transformed into alpha-keto carboxylic esters and condensed with primary amines in the presence of titanium(IV) chloride. Base-induced cyclization of the resulting gamma-chloro-alpha-imino esters, incorporating suitable N-substituents, led directly to 1-amino-2,2-dialkyl- cyclopropanecarboxylic ester derivatives via a 1,5-dehydrochlorination process. Syntheses of different N- and/or carboxyl-protected geminally (gem) dialkylated cyclopropane amino acids were developed, while access to the free alpha-amino acids is also given. The methodology used was further extended by reduction of the gamma-chloro-alpha-imino esters to functionalized gamma-chloro-alpha-amino esters,prior to ring closure, affording N-alkyl-gem-dialkyl-1-aminocyclopropanecarboxylic acid derivatives.

  DOI：

  10.1021/jo00102a022

文献信息

• SULMON, PAUL;KIMPE, DE;DE;SCHAMP, NICEAS, ORG. PREP. AND PROCED. INT., 21,(1989) N, C. 91-104
  作者：SULMON, PAUL、KIMPE, DE、DE、SCHAMP, NICEAS

  DOI：——

  日期：——
• Synthesis of 1-Amino-2,2-dialkylcyclopropanecarboxylic Acids via Base-Induced Cyclization of .gamma.-Chloro-.alpha.-imino Esters
  作者：Marc Boeykens、Norbert De Kimpe、Kourosch Abbaspour Tehrani

  DOI：10.1021/jo00102a022

  日期：1994.11

  beta-Chloro ketones were oxidatively transformed into alpha-keto carboxylic esters and condensed with primary amines in the presence of titanium(IV) chloride. Base-induced cyclization of the resulting gamma-chloro-alpha-imino esters, incorporating suitable N-substituents, led directly to 1-amino-2,2-dialkyl- cyclopropanecarboxylic ester derivatives via a 1,5-dehydrochlorination process. Syntheses of different N- and/or carboxyl-protected geminally (gem) dialkylated cyclopropane amino acids were developed, while access to the free alpha-amino acids is also given. The methodology used was further extended by reduction of the gamma-chloro-alpha-imino esters to functionalized gamma-chloro-alpha-amino esters,prior to ring closure, affording N-alkyl-gem-dialkyl-1-aminocyclopropanecarboxylic acid derivatives.
• Synthesis of azetidines from β-chloro imines
  作者：Paul Sulmon、Norbert De Kimpe、Niceas Schamp、Bernard Tinant、Jean-Paul Declercq

  DOI：10.1016/s0040-4020(01)85996-2

  日期：1988.1