2,4-dimethyl-6-{(1R,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl}phenol | 1610607-95-8

• 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: 2,4-dimethyl-6-{(1R,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl}phenol
• 英文别名: 2,4-Dimethyl-6-{(1r,2r,4s)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl}phenol；2,4-dimethyl-6-[(1R,2R,4S)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl]phenol
• CAS: 1610607-95-8
• 化学式: C₁₈H₂₆O
• 分子量: 258.404
• InChiKey: ZOMWPAHEBIICIQ-DHSIGJKJSA-N

物化性质

• 沸点：
  310.2±11.0 °C(predicted)
• 密度：
  1.019±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,4-dimethyl-6-{(1R,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl}phenol 、 (1S)-(-)-莰烷酰氯 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以91%的产率得到2,4-dimethyl-6-{(1R,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl}phenyl (1S,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate
  参考文献：
  名称：

  Alkylation of 2,4-dimethylphenol with (+)-α- and (−)-β-pinenes in the presence of aluminum xylenolate

  摘要：

  Alkylation of 2,4-dimethylphenol with (+)-alpha- and (-)-beta-pinenes in the presence of aluminum 2,4-dimethylphenoxide generated in situ led to the formation of mixtures of products, from which optically active compounds were isolated. The structure of 2-bornyl-4,6-dimethylphenol was determined by X-ray analysis; its (+)- and (-)-enantiomers were assigned (1R,2R,4S) and (1S,2S,4R) configurations, respectively.

  DOI：

  10.1134/s1070428014040241
• 作为产物：
  描述：

  2,4-二甲基苯酚 、 冰片 在 氢化铝 作用下， 反应 7.0h， 以26%的产率得到(1S,2R,4S)-1,7,7-trimethyl-2-endo-(2,4-dimethylphenoxy)-bicyclo[2.2.1]heptane
  参考文献：
  名称：

  Alkylation of 2,4-dimethylphenol with (+)-α- and (−)-β-pinenes in the presence of aluminum xylenolate

  摘要：

  Alkylation of 2,4-dimethylphenol with (+)-alpha- and (-)-beta-pinenes in the presence of aluminum 2,4-dimethylphenoxide generated in situ led to the formation of mixtures of products, from which optically active compounds were isolated. The structure of 2-bornyl-4,6-dimethylphenol was determined by X-ray analysis; its (+)- and (-)-enantiomers were assigned (1R,2R,4S) and (1S,2S,4R) configurations, respectively.

  DOI：

  10.1134/s1070428014040241