2,4a,7-trimethyl-4a,5,8,8a-tetrahydronaphthalene-1,4-dione | 78931-85-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,4a,7-trimethyl-4a,5,8,8a-tetrahydronaphthalene-1,4-dione
• 英文别名: (4aR,8aS)-3,6,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
• CAS: 78931-85-8
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: VOXNWUIGUMKTGA-GWCFXTLKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,5-dimethylhydroquinone 、 天然橡胶 在 lithium perchlorate 、 溶剂黄146 作用下， 以 硝基甲烷 为溶剂， 生成 (4aSR,8aRS)-2,4a,6-trimethyl-4a,5,8,8a-tetrahydronaphthalene-1,4-dione 、 2,4a,7-trimethyl-4a,5,8,8a-tetrahydronaphthalene-1,4-dione
  参考文献：
  名称：

  高氯酸锂-硝基甲烷中电化学氧化原位产生的醌的狄尔斯-阿尔德反应

  摘要：

  在高氯酸锂-硝基甲烷的电化学反应系统中，几种对-和邻-醌的氧化形成和狄尔斯-阿尔德反应是与二烯在原位进行的。

  DOI：

  10.1039/c39940002485

文献信息

• Solvent-free Diels–Alder reactions catalyzed by FeCl3 on Aerosil® silica
  作者：Maria C. Donatoni、Gilmar A.B. Junior、Kleber T. de Oliveira、Romulo A. Ando、Timothy J. Brocksom、Alcindo A. Dos Santos

  DOI：10.1016/j.tet.2014.02.017

  日期：2014.5

  A mild solvent-free protocol for the promotion of the Diels–Alder reactions of simple dienes and p-benzoquinones, catalyzed by a mixture of iron(III) chloride on Aerosil® silica is reported.

  为促进简单二烯和的狄尔斯-阿尔德反应的温和无溶剂协议p -benzoquinones，由铁（III），氯化的Aerosil上的混合物催化®报道二氧化硅。
• Regioselectivities of Diels-Alder cycloadditions to methoxy-substituted quinones
  作者：Inga-Mai Tegmo-Larsson、Melvin D Rozeboom、K.N Houk

  DOI：10.1016/s0040-4039(01)93272-1

  日期：1981.1
• Triflimide Activation of a Chiral Oxazaborolidine Leads to a More General Catalytic System for Enantioselective Diels−Alder Addition
  作者：Do Hyun Ryu、E. J. Corey

  DOI：10.1021/ja035393r

  日期：2003.5.1

  The strong acid triflimide ((CF3SO2)2NH) protonates chiral oxazaborolidines to form superactive, stable, chiral Lewis acids which are highly effective catalysts for a wide variety of enantioselective Diels-Alder reactions, documented herein by more than 20 examples.
• Stereoselective Diels-Alder reaction of electrogenerated quinones on a PTFE-fiber coated electrode in lithium perchlorate / nitromethane
  作者：Kazuhiro Chiba、Madoka Jinno、Ryota Kuramoto、Masahiro Tada

  DOI：10.1016/s0040-4039(98)01090-9

  日期：1998.7

  Diels-Alder reaction of dienes and in situ generated quinones was accelerated on a PTFE-fit,er in an electrolytic lithium perchlorate / nitromethane system. In the presence of PTFE-fiber on a glassy carbon electrode, unstable quinones were efficiently generated by electrooxidation and trapped by dienes maintained on the poly-fluorinated fiber to give the desired cycloadducts stereoselectively in excellent yields. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Diels–Alder reaction of quinones generated in situ by electrochemical oxidation in lithium perchlorate–nitromethane
  作者：Kazuhiro Chiba、Masahiro Tada

  DOI：10.1039/c39940002485

  日期：——

  Oxidative formation and Diels–Alder reaction of several p- and o-quinones are carried out in situ with dienes in an electrochemical reaction system of lithium perchlorate–nitromethane.

  在高氯酸锂-硝基甲烷的电化学反应系统中，几种对-和邻-醌的氧化形成和狄尔斯-阿尔德反应是与二烯在原位进行的。