3-乙基-2-甲基环己-2-烯-1-酮 | 3883-55-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-乙基-2-甲基环己-2-烯-1-酮
• 英文名称: 3-ethyl-2-methylcyclohex-2-en-1-one
• 英文别名: 3-ethyl-2-methyl-cyclohex-2-enone；3-Aethyl-2-methyl-cyclohex-2-enon
• CAS: 3883-55-4
• 化学式: C₉H₁₄O
• 分子量: 138.21
• InChiKey: MHNJSTSHAZZXQS-UHFFFAOYSA-N

物化性质

• 沸点：
  56-57 °C(Press: 0.5 Torr)
• 密度：
  0.998 g/cm3(Temp: 21 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  3-乙基-2-甲基环己-2-烯-1-酮 在 氢溴酸 作用下， 生成 3-乙基甲苯
  参考文献：
  名称：

  Blaise; Montagne, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1925, vol. 181, p. 123

  摘要：

  DOI：
• 作为产物：
  描述：

  环辛烷-1,2-二酮 反应 1.0h， 生成 3-乙基-2-甲基环己-2-烯-1-酮
  参考文献：
  名称：

  Le transfert 1,5 d'hydrogene dans le comportement thermique des vinyl-1 cyclanediols-1,2.

  摘要：

  DOI：

  10.1016/s0040-4039(01)88241-1

文献信息

• Reactions of endocyclic linearly conjugated dienolates with Michael acceptors leading to bicyclo[2.2.2]octane derivatives. Application to the synthesis of C13 degradation products of carotenoids
  作者：Nobuhiko Ito、Takeaki Etoh

  DOI：10.1039/p19960002397

  日期：——

  The endocyclic linearly conjugated dienolates from substituted cyclohex-2-enones react with but-3-en-2-one, substituted methyl propenoates, but-3-yn-2-one and methyl propiolate to afford bicyclo[2.2.2]-oct-2-en-1-ols 10a–c, 14a–c and bicyclo[2.2.2]octa-2,5-dien-1-ols 15a,b. The AlCl3-catalysed reaction of 3,5,5-trimethyl-1-(trimethylsiloxy)cyclohexa-1,3-diene 3 with (E)-4-acetoxy- and (E)-4-methoxy-but-3-en-2-one provides trans-8-acetoxy-7-acetyl-3,5,5-trimethyl-1-(trimethylsiloxy)bicyclo[2.2.2]oct-2-enes 22, 23 and trans-7-acetyl-8-methoxy-3,5,5-trimethyl-1-(trimethylsiloxy)bicyclo[2.2.2]oct-2-enes 24, 25. Starting from these bicyclo[2.2.2]octenes, the C13 degradation products of carotenoids including 3-oxo-α-ionone 20, blumenol-C 27 and 1,3,7,7-tetramethyl-2-oxabicyclo[4.4.0]decan-9-one 29 have been synthesized.

  从取代环己烯-2-酮衍生的内周期性线性共轭烯醇盐与丁-3-烯-2-酮、取代甲基丙烯酸酯、丁-3-炔-2-酮和美克丙酸乙酯反应，生成双环[2.2.2]八-2-烯-1-醇10a–c、14a–c和双环[2.2.2]八-2,5-二烯-1-醇15a,b。3,5,5-三甲基-1-(三甲基硅氧基)环己烯-1,3-二烯3与(E)-4-乙氧基和(E)-4-甲氧基-丁-3-烯-2-酮的铝氯化物催化反应生成反式-8-乙氧基-7-乙酰基-3,5,5-三甲基-1-(三甲基硅氧基)双环[2.2.2]八-2-烯22, 23和反式-7-乙酰基-8-甲氧基-3,5,5-三甲基-1-(三甲基硅氧基)双环[2.2.2]八-2-烯24, 25。以这些双环[2.2.2]八烯为起始材料，合成了包括3-氧代-α-紫罗兰酮20、布鲁梅诺-C 27和1,3,7,7-四甲基-2-氧双环[4.4.0]癸-9-酮29在内的类胡萝卜素C13降解产物。
• Addition reactions of cyclic s-trans-enaminones with Grignard reagents.
  作者：Thomas T. Shawe、Darren B. Hansen、Kelly Ann Peet、Anthony S. Prokopowicz、Patrice M. Robinson、Annatina Cannon、Kathleen E. Dougherty、Andrew A. Ross、Linda M. Landino

  DOI：10.1016/s0040-4020(96)01133-7

  日期：1997.2

  Addition of Grignard reagents to s-trans-enaminones derived from 1,3-cycloalkanediones are described. In dichloromethane, addition of phenylmagnesium bromide gave 3-phenyl substituted cycloalkenones. Alkylmagnesium halides underwent multiple addition reactions, giving mixtures of the 3-alkylcycloalkenones and 1,3-dialkyl-3-(dialkylamino)cyclohexenes. In tetrahydrofuran, only the 3-alkylcycloalkenone

  描述了将格氏试剂添加到衍生自1，3-环烷二酮的s-反式-烯胺酮上。在二氯甲烷中，加入苯基溴化镁得到3-苯基取代的环烯酮。烷基卤化镁经历多次加成反应，得到3-烷基环烯酮和1，3-二烷基-3-（二烷基氨基）环己烯的混合物。在四氢呋喃中，仅获得3-烷基环烯酮。
• New chemistry of cyclic, s-trans-enaminones: Addition of grignard reagents to enaminones derived from 2-methylcyclohexane-1,3-dione
  作者：Thomas T. Shawe、Linda M. Landino、Andrew A. Ross、Anthony S. Prokopowicz、Patrice M. Robinson、Annatina Cannon

  DOI：10.1016/0040-4039(96)00725-3

  日期：1996.5

  Grignard reagents add to cyclic s-trans enaminones to give the cycloalkenone after aqueous hydrolysis. In some cases a competitive double addition takes place. These reactions have been found to be solvent- and reagent-selective.

  格氏试剂加到环状s-反式烯胺上，在水解后得到环烯酮。在某些情况下，会发生竞争性的双重加法。已经发现这些反应是溶剂和试剂选择性的。
• Blaise, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1921, vol. 173, p. 314
  作者：Blaise

  DOI：——

  日期：——
• Simple De-airing Technique for Aortic Valve Replacement with Upper Ministernotomy
  作者：Erkan Kuralay、Ufuk Demirkiliç、Bilgehan Savaα Öz、Faruk Cingöz、Harun Tatar

  DOI：10.1111/j.1540-8191.2001.tb00526.x

  日期：2001.7

  Upper ministernotomy for aortic valve replacement is intimidating for many surgeons, not only for limited surgical exposure but also for the inability to complete de-airing the apex of the heart. Conversion to full sternotomy had been reported for this inability to de-air the apex of the heart in a limited number of cases. We describe a simple de-airing method by introducing a 16 GA catheter into the apex of the left ventricle through the aorta and prosthetic valve.