2,4a,6,7-tetramethyl-4a,5,8,8a-tetrahydro-[1,4]naphthoquinone | 2591-90-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,4a,6,7-tetramethyl-4a,5,8,8a-tetrahydro-[1,4]naphthoquinone
• 英文别名: 2,4a,6,7-Tetramethyl-4a,5,8,8a-tetrahydro-[1,4]naphthochinon；4a,5,8,8a-Tetrahydro-2,4a,6,7-tetramethyl-1,4-naphthalenedione；3,6,7,8a-tetramethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
• CAS: 2591-90-4
• 化学式: C₁₄H₁₈O₂
• 分子量: 218.296
• InChiKey: UNJUWUKOPBVMOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  2,4a,6,7-tetramethyl-4a,5,8,8a-tetrahydro-[1,4]naphthoquinone 、 甲基苯醌 生成
  参考文献：
  名称：

  Regio- and Stereoselectivity in the Reductions of Cyclic Enedione Systems

  摘要：

  Reductions of cyclic enedione substrates by NaBH4 and by LiAl(O-t-Bu)(3)H very predominantly gave monoreduction products with very high regio- and stereoselectivity. The reductions involved axial delivery of the hydride. The results indicated that electronic factors were dominated by steric considerations in the transition state of the reduction, even though the seemingly more encumbered carbonyl was reduced.

  DOI：

  10.1021/jo962377m
• 作为产物：
  描述：

  2,5-二甲基-对苯醌 、 2,3-二甲基-1,3-丁二烯 在 溶剂黄146 、 苯 作用下， 生成 2,4a,6,7-tetramethyl-4a,5,8,8a-tetrahydro-[1,4]naphthoquinone 、 2,3,4a,6,7,8a-hexamethyl-1,4,4a,5,8,8a,9a,10a-octahydro-anthraquinone
  参考文献：
  名称：

  Fieser; Seligman, Chemische Berichte, 1935, vol. 68, p. 1747,1749

  摘要：

  DOI：

文献信息

• Regio- and Stereoselectivity in the Reductions of Cyclic Enedione Systems
  作者：Chunjian Liu、D. Jean Burnell

  DOI：10.1021/jo962377m

  日期：1997.5.1

  Reductions of cyclic enedione substrates by NaBH4 and by LiAl(O-t-Bu)(3)H very predominantly gave monoreduction products with very high regio- and stereoselectivity. The reductions involved axial delivery of the hydride. The results indicated that electronic factors were dominated by steric considerations in the transition state of the reduction, even though the seemingly more encumbered carbonyl was reduced.
• Fieser; Seligman, Chemische Berichte, 1935, vol. 68, p. 1747,1749
  作者：Fieser、Seligman

  DOI：——

  日期：——