5-methyl-5,8-dihydro-1,4-naphthoquinone | 86759-40-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-methyl-5,8-dihydro-1,4-naphthoquinone
• 英文别名: 5-methyl-5,8-dihydronaphthalene-1,4-dione
• CAS: 86759-40-2
• 化学式: C₁₁H₁₀O₂
• 分子量: 174.199
• InChiKey: XSQJCCBRYZOAHR-UHFFFAOYSA-N

物化性质

• 熔点：
  146-147 °C(Solv: ethyl ether (60-29-7); ligroine (8032-32-4))
• 沸点：
  111-116 °C(Press: 0.02 Torr)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-methyl-5,8-dihydro-1,4-naphthoquinone 在 sodium dichromate 、 硫酸 、 溶剂黄146 作用下， 反应 1.0h， 生成 1,4-dihydro-1,4-dioxo-5-methylnaphthalene
  参考文献：
  名称：

  Wurm; Schwandt, Pharmazie, 2003, vol. 58, # 8, p. 531 - 538

  摘要：

  DOI：
• 作为产物：
  描述：

  5,8-二氢-1,4-二羟基-5-甲基萘 在 sodium nitrite 作用下， 以 溶剂黄146 为溶剂， 以93%的产率得到5-methyl-5,8-dihydro-1,4-naphthoquinone
  参考文献：
  名称：

  Russkikh, V. V.; Chernenko, G. F., Russian Journal of Organic Chemistry, 1983, vol. 19, p. 790 - 791

  摘要：

  DOI：

文献信息

• Synthesis of Cobalt Substituted 1,3-Diene Complexes with Unusual Structures and Their Exo Selective Diels-Alder Reactions
  作者：Marcus W. Wright、Terrence L. Smalley、Mark E. Welker、Arnold L. Rheingold

  DOI：10.1021/ja00094a037

  日期：1994.7

  The synthesis and characterization (including crystallographic data) of several substituted-pyridine (Rpyr) cobalt bis(dimethylglyoxime) 1,3-butadiene complexes (R = H, tBu, 3,5-diMe, and N,N-dimethylamino) and their Diels-Alder reactions with a variety of dienophiles are reported here. The cobalt-carbon bonds in the Diels-Alder cycloadducts can be cleaved so that cobalt complexes as well as functionalized organic cycloadducts are recovered. Through these cobalt-carbon bond cleavage reactions, cobalt-diene complexes can serve as synthons for a variety of 1,3-dienes such as 1,3-butadiene, 2-(trimethylsiloxy)-1,3-butadiene, iodoprene, (E)-1-methoxy-3-(trimethylsiloxy)-1,3-butadiene (Danishefsky's diene), and 1,2-dichloro-1,3-butadiene. The preparation of several cobalt-substituted 1,2- and 1,3-pentadiene complexes and highly exo-selective Diels-Alder reactions of the 1,3-pentadiene complexes are then discussed followed by demetalation reactions of these more highly substituted cobalt cycloadducts. These demetalation reactions maintain the stereochemical integrity found in the metal cycloadducts and also lead to cobalt recovery.
• Russkikh, V. V.; Chernenko, G. F.; Bukhtoyarova, A. D., Journal of Organic Chemistry USSR (English Translation), 1986, vol. 22, p. 498 - 503
  作者：Russkikh, V. V.、Chernenko, G. F.、Bukhtoyarova, A. D.

  DOI：——

  日期：——
• RUSSKIX, V. V.;CHERNENKO, G. F., ZH. ORGAN. XIMII, 1983, 19, N 4, 893-894
  作者：RUSSKIX, V. V.、CHERNENKO, G. F.

  DOI：——

  日期：——
• RUSSKIX, V. V.;CHERNENKO, G. F.;BUXTOYAROVA, A. D., ZH. ORGAN. XIMII, 1986, 22, N 3, 559-565
  作者：RUSSKIX, V. V.、CHERNENKO, G. F.、BUXTOYAROVA, A. D.

  DOI：——

  日期：——
• Wurm; Schwandt, Pharmazie, 2003, vol. 58, # 8, p. 531 - 538
  作者：Wurm、Schwandt

  DOI：——

  日期：——