cis-cis perhydro-1-methylindane

• 分子结构分类: 有机化合物 - 碳氢化合物 - 多环烃
• 英文名称: cis-cis perhydro-1-methylindane
• 英文别名: trans-7-Methyl-cis-bicyclo<4.3.0>nonan；(1R,3aS,7aR)-1-methyl-2,3,3a,4,5,6,7,7a-octahydro-1H-indene
• 化学式: C₁₀H₁₈
• 分子量: 138.253
• InChiKey: NOIDOYJLIPVSOK-KXUCPTDWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  cis-1,2-divinylocyclohexane 在 二乙基氢化铝 作用下， 以 苯 为溶剂， 生成 cis-cis perhydro-1-methylindane
  参考文献：
  名称：

  Schimpf,R.; Heimbach,P., Chemische Berichte, 1970, vol. 103, p. 2122 - 2137

  摘要：

  DOI：

文献信息

• Formation of some bicyclic systems by radical ring-closure
  作者：Athelstan L.J. Beckwith、George Phillipou、Algirdas K. Serelis

  DOI：10.1016/s0040-4039(01)90559-3

  日期：1981.1
• Functional-Group-Directed Diastereoselective Hydrogenation of Aromatic Compounds. 1
  作者：Vidyadhar S. Ranade、Giambattista Consiglio、Roel Prins

  DOI：10.1021/jo991091p

  日期：1999.11.1

  Diastereoselective liquid phase hydrogenation of a series of monosubstituted indane and tetralin substrates was studied on supported rhodium catalysts. Predominantly the cis-cis diastereomer, obtained by hydrogenation from the diastereoface opposite the substituent (at the stereogenic center), and the cis-trans diastereomer, obtained by hydrogenation from the diastereoface on the same side as the substituent, were formed. The diastereoselectivity between the two isomers was dependent on the steric repulsion or the electronic attraction of the substituent with the surface of the catalyst. The hydroxyl group did not exhibit a strong attraction (haptophilicity), and the cis-cis diastereomer was obtained as the major product. The amino group exhibited a very high haptophilicity, yielding primarily the cis-trans diastereomer. The diastereoselectivity obtained in the hydrogenation of all the substrates was influenced on addition of bases to the reaction mixture. In the case of alcoholic substrates, the selectivity to the cis-trans diastereomer could be substantially increased with alkaline hydroxide additives.
• BECKWITH A. L. J.; PHILLIPOU G.; SERELIS A. K., TETRAHEDRON LETT., 1981, 22, NO 29, 2811-2814
  作者：BECKWITH A. L. J.、 PHILLIPOU G.、 SERELIS A. K.

  DOI：——

  日期：——
• Schimpf,R.; Heimbach,P., Chemische Berichte, 1970, vol. 103, p. 2122 - 2137
  作者：Schimpf,R.、Heimbach,P.

  DOI：——

  日期：——