4-hydroxy-3-methyl-5-(exo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl)benzaldehyde

• 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: 4-hydroxy-3-methyl-5-(exo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl)benzaldehyde
• 英文别名: 4-hydroxy-3-isobornyl-5-methylbenzaldehyde；4-Hydroxy-3-isobornyl-5-methyl-benzaldehyde；4-hydroxy-3-methyl-5-(1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl)benzaldehyde
• 化学式: C₁₈H₂₄O₂
• 分子量: 272.387
• InChiKey: UIUSRKBEGXZVIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-hydroxy-3-methyl-5-(exo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl)benzaldehyde 在 水 、 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 6.0h， 生成 4-hydroxy-3-methyl-5-{(1S,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl}benzaldehyde
  参考文献：
  名称：

  Optical resolution of racemic 4-hydroxy-3-isobornyl-5-methylbenzaldehyde

  摘要：

  Racemic 4-hydroxy-3-isobornyl-5-methylbenzaldehyde was separated into particular enantiomers via transformation into diastereoisomeric Schiff bases by reaction with (R)-1-phenylethanamine. The absolute configuration of the products was determined on the basis of the X-ray diffraction data for camphanate derived from one enantiomer of 4-hydroxy-3-isobornyl-5-methylbenzaldehyde.

  DOI：

  10.1134/s1070428012010095
• 作为产物：
  描述：

  莰烯 在 aluminium tris(p-methylphenoxide) 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 3.0h， 生成 4-hydroxy-3-methyl-5-(exo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl)benzaldehyde
  参考文献：
  名称：

  Optical resolution of racemic 4-hydroxy-3-isobornyl-5-methylbenzaldehyde

  摘要：

  Racemic 4-hydroxy-3-isobornyl-5-methylbenzaldehyde was separated into particular enantiomers via transformation into diastereoisomeric Schiff bases by reaction with (R)-1-phenylethanamine. The absolute configuration of the products was determined on the basis of the X-ray diffraction data for camphanate derived from one enantiomer of 4-hydroxy-3-isobornyl-5-methylbenzaldehyde.

  DOI：

  10.1134/s1070428012010095

文献信息

• Optical resolution of racemic 4-hydroxy-3-isobornyl-5-methylbenzaldehyde
  作者：E. V. Buravlev、I. Yu. Chukicheva、A. V. Churakov、A. V. Kutchin

  DOI：10.1134/s1070428012010095

  日期：2012.1

  Racemic 4-hydroxy-3-isobornyl-5-methylbenzaldehyde was separated into particular enantiomers via transformation into diastereoisomeric Schiff bases by reaction with (R)-1-phenylethanamine. The absolute configuration of the products was determined on the basis of the X-ray diffraction data for camphanate derived from one enantiomer of 4-hydroxy-3-isobornyl-5-methylbenzaldehyde.