5-methyl-1,3-cyclohexadiene | 19656-98-5

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 5-methyl-1,3-cyclohexadiene
• 英文别名: 5-Methyl-1,3-cyclohexadien；(+/-)-1-methyl-cyclohexadiene-(2.4)；5-methyl-cyclohexa-1,3-diene；(+/-)-1-Methyl-cyclohexadien-(2.4)；5-Methyl-cyclohexa-1,3-dien；(+/-)-5-methyl-1,3-cyclohexadiene；5-methylcyclohexa-1,3-diene
• CAS: 19656-98-5
• 化学式: C₇H₁₀
• 分子量: 94.1564
• InChiKey: ZNKKYYNWFKHNHZ-UHFFFAOYSA-N

物化性质

• 沸点：
  101 °C
• 密度：
  0.8313 g/cm3(Temp: 18 °C)
• 保留指数：
  730

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  5-methyl-1,3-cyclohexadiene 生成 甲基环己二烯
  参考文献：
  名称：

  Doering, William von E.; Roth, Wolfgang R.; Bauer, Frank, Chemische Berichte, 1991, vol. 124, # 6, p. 1461 - 1470

  摘要：

  DOI：
• 作为产物：
  描述：

  在 甲基锂 作用下， 生成 5-methyl-1,3-cyclohexadiene
  参考文献：
  名称：

  Wehage, Hubert; Heesing, Albert, Chemische Berichte, 1992, vol. 125, # 1, p. 209 - 215

  摘要：

  DOI：

文献信息

• Synthesis of 4-Hydroxy-5-methyl- and 4-Hydroxy-6-methylcyclohexenones by PdII-Catalyzed Oxidation and Lipase-Catalyzed Hydrolysis
  作者：Anne C. Meister、Martin Nieger、Stefan Bräse

  DOI：10.1002/ejoc.201200704

  日期：2012.9

  A short route for the syntheses of methyl-substituted hydroxycyclohexenones, which are building blocks for various natural products, is presented. Both oxygen atoms were introduced as acetates by a palladium(II)-catalyzed 1,4-addition to a 1,3-diene. The distinction between the two acetoxy groups was achieved by regioselective monohydrolysis with lipase from Candida rugosa, which gave 1-acetoxy-4-

  介绍了合成甲基取代的羟基环己烯酮的一条捷径，它们是各种天然产物的基石。通过钯 (II) 催化的 1,4-加成到 1,3-二烯，将两个氧原子作为乙酸盐引入。两个乙酰氧基之间的区别是通过用来自 Candida rugosa 的脂肪酶进行区域选择性单水解来实现的，得到 1-乙酰氧基-4-羟基-5-甲基环己烯及其 6-甲基区域异构体作为可分离的混合物。目标化合物 4-羟基-5-甲基环己-2-烯酮和 4-羟基-6-甲基环己-2-烯酮可以作为非对映体混合物以良好的总产率和适度的对映体过量（31-67%）获得。
• Stereo- and regioselective palladium-catalyzed 1,4-acetoxychlorination of 1,3-dienes. 1-Acetoxy-4-chloro-2-alkenes as versatile synthons in organic transformations
  作者：Jan E. Baeckvall、Jan E. Nystroem、Ruth E. Nordberg

  DOI：10.1021/ja00298a043

  日期：1985.6
• Andell, Ove S.; Baeckvall, Jan-E.; Moberg, Christina, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1986, vol. 40, # 3, p. 184 - 189
  作者：Andell, Ove S.、Baeckvall, Jan-E.、Moberg, Christina

  DOI：——

  日期：——
• Epoxidation of the products of codimerization of cyclopentadiene and cyclohexadiene hydrocarbons catalyzed by lanthanide-molybdenum polyoxometalates
  作者：N. I. Garibov、Kh. M. Alimardanov、N. R. Dadashova、O. A. Sadygov、M. B. Almardanova、A. D. Kuliev

  DOI：10.1134/s1070363215050035

  日期：2015.5

  [4+2]-Codimerization of cyclohexa-1,3-diene, cyclopentadiene, and their methyl-substituted derivatives in the presence of H-forms of synthetic mordenite and natural clinoptilolite was studied. Application of zeolites as catalyst decreases the rate of di- and trimerization of cyclopentadiene and its methyl-substituted derivatives, increases the reaction selectivity with respect to their codimers with cyclohexa-1,3-diene and its methylsubstituted derivatives as well as 4-vinylcyclohexene. Epoxidation of the synthesized codimers with the adduct of hydrogen peroxide with urea in the presence of gadolinium- and neodymium-containing phosphorus molybdenum complexes as catalysts has been investigated, and optimal conditions for preparation of diepoxides of tricyclic dienes have been found.
• Stereo- and regioselective palladium-catalyzed 1,4-diacetoxylation of 1,3-dienes
  作者：Jan E. Baeckvall、Styrbjoern E. Bystroem、Ruth E. Nordberg

  DOI：10.1021/jo00198a010

  日期：1984.11