1-(4-methylcyclohex-3-en-1-yl)propan-1-one | 43219-70-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-methylcyclohex-3-en-1-yl)propan-1-one
• CAS: 43219-70-1
• 化学式: C₁₀H₁₆O
• 分子量: 152.236
• InChiKey: MLFIZFHMWDKZAL-UHFFFAOYSA-N

物化性质

• 沸点：
  218.4±29.0 °C(Predicted)
• 密度：
  0.919±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  天然橡胶 生成 1-(4-methylcyclohex-3-en-1-yl)propan-1-one
  参考文献：
  名称：

  1，4-二甲基环己-3-烯基甲基酮，具有新颖骨架的单萜†

  摘要：

  1，已经从杜鹃（Juniperus communis L。）（果实）的油中分离出4-二甲基环己-3-烯基甲基酮（1）。这是自然界中首次报道这种骨骼的发生。描述了通过移位剂Eu（fod）3对化合物（1）的NMR光谱产生的奇怪影响。

  DOI：

  10.1002/hlca.19730560541

文献信息

• Catalysis of Diels-Alder reactions by metalloporphyrins
  作者：David W. Bartley、Thomas J. Kodadek

  DOI：10.1016/s0040-4039(00)97048-5

  日期：1990.1

  Aluminium (111) tetraphenyl porphyrin chloride (AITPPCl) has been shown to catalyze Diels-Alder reactions of α,β-unsaturated carbonyl compounds in moderate yield. Selectivity based on electronic effects is exhibited which is different from that seen with catalysts such as diethylaluminlum chloride.

  铝（111）四苯基卟啉氯化物（AITPPCl）已显示以中等收率催化α，β-不饱和羰基化合物的Diels-Alder反应。表现出基于电子效应的选择性，该选择性不同于用催化剂如氯化二乙基铝铝看到的选择性。
• [AlCl₃ + 2THF]:  A New and Efficient Catalytic System for Diels−Alder Cycloaddition of α,β-Unsaturated Carbonyl Compounds under Solvent-Free Conditions
  作者：Francesco Fringuelli、Rugiada Girotti、Ferdinando Pizzo、Luigi Vaccaro

  DOI：10.1021/ol060569q

  日期：2006.6.1

  [AlCl(3) + 2THF] is a new catalytic system for the Diels-Alder cycloaddition under SFC and air atmosphere. By using equimolar amounts of reactants, this catalyst prevents the polymerization of the diene and allows the corresponding adducts to be isolated with high regio- and stereocontrol and in excellent yields. [reaction: see text]

  [AlCl（3）+ 2THF]是在SFC和空气气氛下进行Diels-Alder环加成反应的新催化体系。通过使用等摩尔量的反应物，该催化剂防止了二烯的聚合，并允许以高区域和立体控制并以优异的收率分离出相应的加合物。[反应：看文字]
• Trialkylphosphonium Oxoborate as C(sp3)−H Oxyanion Hole Catalyst for Diels‐Alder Reaction
  作者：Vincent Ming‐Yau Leung、Chun‐Man Pook、Tsz‐Chun Chan、Ying‐Yeung Yeung

  DOI：10.1002/asia.202300981

  日期：2024.2.16

  We have developed a catalytic protocol for Diels-Alder reaction using trialkylphosphonium oxoborates as oxyanion hole catalysts. The reaction can be operated under ambient conditions. Dienes could easily polymerize under acidic condition. Nonetheless, these acid-sensitive substrates are compatible with the catalytic protocol and the reaction scope covers a wide range of substrates.

  我们开发了一种使用三烷基磷鎓氧硼酸盐作为氧阴离子空穴催化剂的狄尔斯-阿尔德反应催化方案。该反应可以在环境条件下进行。二烯在酸性条件下很容易聚合。尽管如此，这些酸敏感底物与催化方案兼容，反应范围涵盖广泛的底物。
• Indium trichloride: a useful catalyst for ionic Diels–Alder reactions
  作者：B.Gopal Reddy、R Kumareswaran、Y.D Vankar

  DOI：10.1016/s0040-4039(00)01857-8

  日期：2000.12

  Indium trichloride (20 mol%) in nitromethane permits ionic Diels-Alder reaction of a variety of 2,3-olefinic acetals to form the corresponding cycloadducts in good yields with good endo selectivities. (C) 2000 Elsevier Science Ltd. All rights reserved.
• ENANTIOSELECTIVE TRANSFORMATION OF ALFA,BETA-UNSATURATED KETONES USING CHIRAL ORGANIC CATALYSTS
  申请人：CALIFORNIA INSTITUTE OF TECHNOLOGY

  公开号：EP1461320B1

  公开（公告）日：2008-04-09