1,2,4-trimethyl-cyclohexa-1,4-diene | 72985-36-5

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 1,2,4-trimethyl-cyclohexa-1,4-diene
• 英文别名: 1,2,4-Trimethyl-cyclohexa-1,4-dien；1,2,4-Trimethyl-1,4-cyclohexadiene；1,2,4-trimethylcyclohexa-1,4-diene
• CAS: 72985-36-5
• 化学式: C₉H₁₄
• 分子量: 122.21
• InChiKey: GDNUCTXAZRFSHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  1,2,4-trimethyl-cyclohexa-1,4-diene 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 溶剂黄146 为溶剂， 生成 1,2,4-三甲基苯
  参考文献：
  名称：

  Aromatization of 1,4-dihydrobenzocycloalkenes, 1,4-dihydronaphthocycloalkenes, and related systems

  摘要：

  DOI：

  10.1021/jo01297a019
• 作为产物：
  描述：

  2,3-二甲基-1,3-丁二烯 在 sodium hydroxide 作用下， 生成 1,2,4-trimethyl-cyclohexa-1,4-diene
  参考文献：
  名称：

  Genetic and Biogeographic Relationships of the Invasive Round (Neogobius melanostomus) and Tubenose (Proterorhinus marmoratus) Gobies in the Great Lakes Versus Eurasian Populations

  摘要：

  Population genetic structure and systematic relationships were investigated for two exotic fishes introduced to the Great Lakes in 1990, the round goby Neogobius melanostomus and the tubenose goby Proterorhinus marmoratus, using DNA sequences from the left domain of the mitochondrial DNA control region. Samples of round gobies were compared from different sites in the Great Lakes, an introduced population from the Gulf of Gdansk in Poland, and a native population from the northern Black Sea. The round goby was characterized by, relatively high genetic variability, and 17 haplotypes were identified from 64 individuals. Levels of genetic variation for the round goby were similar in the invasive and native sampling sites, suggesting relatively large founding populations and lack of bottlenecks. The northern Black Sea was eliminated as a probable founding source for both the Great Lakes and the exotic population in Poland. Substitutions in the left domain of the control region revealed significant differences among samples from the Great Lakes and Eurasia, and between Lakes Erie and St. Clair, suggesting non-random mating. No variation was detected in the tubenose goby population in the Great Lakes, which has been less successful in terms of spread and population growth. A molecular clock calibration suggested that the genera Neogobius and Proterorhinus diverged about 5.2 +/- 1.0 million years ago, apparently separating from a common ancestor shared with Gobius during the isolation of the Paratethys basin from the Mediterranean Tethys Sea.

  DOI：

  10.1016/s0380-1330(01)70642-9

文献信息

• Enantio- and Regioselective Ir-Catalyzed Hydrogenation of Di- and Trisubstituted Cycloalkenes
  作者：Byron K. Peters、Jianguo Liu、Cristiana Margarita、Wangchuk Rabten、Sutthichat Kerdphon、Alexander Orebom、Thomas Morsch、Pher G. Andersson

  DOI：10.1021/jacs.6b07291

  日期：2016.9.14

  carbons away from the olefin. Substrates having functionalities such as carboxyl groups, alcohols, or heterocycles in the vicinity of the C═C bond were hydrogenated in high enantiomeric excess (up to >99% ee). The hydrogenation was also found to be regioselective, and by controlling the reaction conditions, selective hydrogenation of one of two trisubstituted olefins can be achieved. Furthermore, trisubstituted

  使用新型 N,P-连接的铱咪唑基催化剂（Crabtree 型）制备并评估了许多环烯烃的不对称加氢反应。这些环烯烃的多样性跨越了那些具有很少功能的环烯烃到带有强配位取代基和杂环的环烯烃。对于几乎没有官能度（高达 > 99% ee）的底物和具有远离烯烃几个碳的官能团的底物，均观察到了优异的对映选择性。在 C=C 键附近具有羧基、醇或杂环等官能团的底物以高对映体过量（高达 > 99% ee）氢化。还发现氢化具有区域选择性，并且通过控制反应条件，可以实现两种三取代烯烃之一的选择性加氢。此外，三取代的烯烃可以在四取代的烯烃存在下选择性氢化。
• Dieck, Heindirk tom; Diercks, Rainer, Angewandte Chemie, 1983, vol. 95, # 10, p. 801 - 802
  作者：Dieck, Heindirk tom、Diercks, Rainer

  DOI：——

  日期：——
• 1,4-Diene-derived (.eta.3-allyl)palladium complexes. Part 3. Trans-Bis(5-methoxy-1,3-3-cyclohexenyl)palladium complexes by palladium(II)-promoted addition of methanol to 1,4-cyclohexadienes. Synthesis of methyl trans-5-methoxy-2-cyclohexene-1-carboxylates by subsequent methoxycarbonylation
  作者：Bjoern C. Soederberg、Bjoern Aakermark、Stan S. Hall

  DOI：10.1021/jo00248a007

  日期：1988.6
• Aromatization of 1,4-dihydrobenzocycloalkenes, 1,4-dihydronaphthocycloalkenes, and related systems
  作者：Randolph P. Thummel、Wesley E. Cravey、David B. Cantu

  DOI：10.1021/jo01297a019

  日期：1980.4
• Genetic and Biogeographic Relationships of the Invasive Round (Neogobius melanostomus) and Tubenose (Proterorhinus marmoratus) Gobies in the Great Lakes Versus Eurasian Populations
  作者：Alison K. Dillon、Carol A. Stepien

  DOI：10.1016/s0380-1330(01)70642-9

  日期：2001.1

  Population genetic structure and systematic relationships were investigated for two exotic fishes introduced to the Great Lakes in 1990, the round goby Neogobius melanostomus and the tubenose goby Proterorhinus marmoratus, using DNA sequences from the left domain of the mitochondrial DNA control region. Samples of round gobies were compared from different sites in the Great Lakes, an introduced population from the Gulf of Gdansk in Poland, and a native population from the northern Black Sea. The round goby was characterized by, relatively high genetic variability, and 17 haplotypes were identified from 64 individuals. Levels of genetic variation for the round goby were similar in the invasive and native sampling sites, suggesting relatively large founding populations and lack of bottlenecks. The northern Black Sea was eliminated as a probable founding source for both the Great Lakes and the exotic population in Poland. Substitutions in the left domain of the control region revealed significant differences among samples from the Great Lakes and Eurasia, and between Lakes Erie and St. Clair, suggesting non-random mating. No variation was detected in the tubenose goby population in the Great Lakes, which has been less successful in terms of spread and population growth. A molecular clock calibration suggested that the genera Neogobius and Proterorhinus diverged about 5.2 +/- 1.0 million years ago, apparently separating from a common ancestor shared with Gobius during the isolation of the Paratethys basin from the Mediterranean Tethys Sea.