N-Butyl-N-(2-bromobenzyl)-1-cyclohexenylamine | 146982-97-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-Butyl-N-(2-bromobenzyl)-1-cyclohexenylamine
• 英文别名: N-[(2-bromophenyl)methyl]-N-butylcyclohexen-1-amine
• CAS: 146982-97-0
• 化学式: C₁₇H₂₄BrN
• 分子量: 322.288
• InChiKey: DYKUSHWKEBMTEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-Butyl-N-(2-bromobenzyl)-1-cyclohexenylamine 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 甲苯 为溶剂， 反应 2.5h， 生成 N-丁基苄胺 、 N-Cyclohexyl-N-butylbenzylamine 、 N-Butylbenzo-1-azaspiro<4.5>decane 、 cis-N-Butyl-1,2,3,4,4a,5,6,10b-octahydrophenanthridine
  参考文献：
  名称：

  Aryl radical cyclizations onto enamine double bonds

  摘要：

  Aryl radicals from N-alkyl-N-(2-bromobenzyl)-1-cyclohexenylamine 2 and N-alkyl-N-(2-bromobenzyl)-cyclopentenylamine 11 cyclize readily onto the enamine double bond by 6-endo and 5-exo closure. In the case of 2, 6-endo cyclization is the major pathway; however, the 6-endo to 5-exo ratio is dependent upon the N-alkyl substituent. In both cases, the dominant isomer from 6-endo cyclization is the cis isomer. For 2a in toluene, values of k6-endo and k5-exo at 80-degrees-C were 4.6 X 10(8) s-1 and 1.5 x 10(8) s-1, respectively.

  DOI：

  10.1021/jo00060a030
• 作为产物：
  描述：

  2-溴溴苄 在 对甲苯磺酸 作用下， 以 甲苯 、 苯 为溶剂， 反应 120.0h， 生成 N-Butyl-N-(2-bromobenzyl)-1-cyclohexenylamine
  参考文献：
  名称：

  Aryl radical cyclizations onto enamine double bonds

  摘要：

  Aryl radicals from N-alkyl-N-(2-bromobenzyl)-1-cyclohexenylamine 2 and N-alkyl-N-(2-bromobenzyl)-cyclopentenylamine 11 cyclize readily onto the enamine double bond by 6-endo and 5-exo closure. In the case of 2, 6-endo cyclization is the major pathway; however, the 6-endo to 5-exo ratio is dependent upon the N-alkyl substituent. In both cases, the dominant isomer from 6-endo cyclization is the cis isomer. For 2a in toluene, values of k6-endo and k5-exo at 80-degrees-C were 4.6 X 10(8) s-1 and 1.5 x 10(8) s-1, respectively.

  DOI：

  10.1021/jo00060a030

文献信息

• Aryl radical cyclizations onto enamine double bonds
  作者：Stephen A. Glover、John Warkentin

  DOI：10.1021/jo00060a030

  日期：1993.4

  Aryl radicals from N-alkyl-N-(2-bromobenzyl)-1-cyclohexenylamine 2 and N-alkyl-N-(2-bromobenzyl)-cyclopentenylamine 11 cyclize readily onto the enamine double bond by 6-endo and 5-exo closure. In the case of 2, 6-endo cyclization is the major pathway; however, the 6-endo to 5-exo ratio is dependent upon the N-alkyl substituent. In both cases, the dominant isomer from 6-endo cyclization is the cis isomer. For 2a in toluene, values of k6-endo and k5-exo at 80-degrees-C were 4.6 X 10(8) s-1 and 1.5 x 10(8) s-1, respectively.