methyl 6-allylamino-2-naphthoate | 1093071-33-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: methyl 6-allylamino-2-naphthoate
• CAS: 1093071-33-0
• 化学式: C₁₅H₁₅NO₂
• 分子量: 241.29
• InChiKey: OWTJXPLMZMXCAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.22
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  38.33
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  methyl 6-allylamino-2-naphthoate 在 sodium hydroxide 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 以86%的产率得到6-allylamino-2-naphthoic acid
  参考文献：
  名称：

  Synthesis, crystal structure and dynamic behavior of naphthalene-based calix[3]amide: Cyclic trimers of 2-alkylamino-6-naphthoic acid

  摘要：

  Treatment of 6-amino-2-naphthoic acid with dichlorotriphenylphosphorane afforded a new naphthalene ring-based calix[3]amide in moderate yield. The macrocyclic calix[3]amide exists in an anti-form in the crystalline state and forms a channel structure along its b axis. In CDC13 solution it exists in equilibrium between the syn- and anti-forms in solution (100:57). The energy barrier between the anti- to syn-forms was calculated to be 17.8 +/- 0.2 kcal/mol. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2008.04.020
• 作为产物：
  描述：

  6-氨基-2-萘甲酸甲酯 、 3-溴丙烯 以 六甲基磷酰三胺 为溶剂， 反应 2.0h， 以61%的产率得到methyl 6-allylamino-2-naphthoate
  参考文献：
  名称：

  Synthesis, crystal structure and dynamic behavior of naphthalene-based calix[3]amide: Cyclic trimers of 2-alkylamino-6-naphthoic acid

  摘要：

  Treatment of 6-amino-2-naphthoic acid with dichlorotriphenylphosphorane afforded a new naphthalene ring-based calix[3]amide in moderate yield. The macrocyclic calix[3]amide exists in an anti-form in the crystalline state and forms a channel structure along its b axis. In CDC13 solution it exists in equilibrium between the syn- and anti-forms in solution (100:57). The energy barrier between the anti- to syn-forms was calculated to be 17.8 +/- 0.2 kcal/mol. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2008.04.020