hexamethyl 1-cyclohexyl-2-(cyclohexylimino)-1H-cyclopentapyridine-3,4,4a,5,6,7(2H)-hexacarboxylate | 219833-98-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: hexamethyl 1-cyclohexyl-2-(cyclohexylimino)-1H-cyclopentapyridine-3,4,4a,5,6,7(2H)-hexacarboxylate
• CAS: 219833-98-4
• 化学式: C₃₂H₄₀N₂O₁₂
• 分子量: 644.676
• InChiKey: NZWBLFWEZHOWCE-INKHBPHZSA-N

物化性质

• 沸点：
  696.960±65.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.369±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

反应信息

• 作为反应物：
  描述：

  hexamethyl 1-cyclohexyl-2-(cyclohexylimino)-1H-cyclopentapyridine-3,4,4a,5,6,7(2H)-hexacarboxylate 在 高氯酸 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以86%的产率得到hexamethyl 1-cyclohexyl-2-(cyclohexylimino)-1-azaspiro<4.4>nona-3,6,8-triene-3,4,6,7,8,9-hexacarboxylate perchlorate salt
  参考文献：
  名称：

  Structure and Thermal Isomerization of the Adducts Formed in the Reaction of Cyclohexyl Isocyanide with Dimethyl Acetylenedicarboxylate¹

  摘要：

  Reaction of cyclohexyl isocyanide (Id) with dimethyl acetylenedicarboxylate (DMAD) gave a mixture of products such as the cyclopenta[b]pyridine derivatives 14 (28%) and 19 (1%), the azaspirononatriene derivative 13 (2%), and the azabicyclononatriene 16 (3%). Interestingly, 14 on refluxing in xylene for 3 h gave exclusively 13 (92%), whereas when the reaction was continued for 6 h, a mixture of 13 (85%) and 19 (9%) was formed. In a separate reaction, when 13 was heated in a sealed tube at 200 degrees C for 1 h, 19 was isolated in 63% yield. Activation energies for the thermal isomerization of 14 to 13 and 13 to 19 have been found to be 19.4 and 16.7 kcal/mol, respectively. Hydrogenation of 13 and 14 gave a mixture of the tetrahydro derivatives, 22 and 23, in each case. The structures of 13, 14, 16, 19, 22, and 23 were established unambiguously through X-ray crystallographic analysis.

  DOI：

  10.1021/jo981427f
• 作为产物：
  描述：

  异氰环已烷 、 丁炔二酸二甲酯 以 乙酸乙酯 为溶剂， 反应 12.0h， 以26.2%的产率得到hexamethyl 1-cyclohexyl-2-(cyclohexylimino)-1H-cyclopentapyridine-3,4,4a,5,6,7(2H)-hexacarboxylate
  参考文献：
  名称：

  异氰酸环己酯与乙炔二甲酸二甲酯2:3加合物的高效合成方法及单晶结构

  摘要：

  描述了环己基异氰化物和乙炔二甲酸二甲酯的 2:3 加合物的有效合成方法和单晶结构。

  DOI：

  10.1002/jccs.200000180