1,2-bis{[(2R,4R,6R)-2,4,6-trimethyloctyl]oxy}benzene | 501447-86-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,2-bis{[(2R,4R,6R)-2,4,6-trimethyloctyl]oxy}benzene
• 英文别名: 1,2-bis[(2R,4R,6R)-2,4,6-trimethyloctoxy]benzene
• CAS: 501447-86-5
• 化学式: C₂₈H₅₀O₂
• 分子量: 418.704
• InChiKey: XUAGJBVHMSNRLB-KNWPELBISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.6
• 重原子数：
  30
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2-bis{[(2R,4R,6R)-2,4,6-trimethyloctyl]oxy}benzene 在 五氯化钼 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以19%的产率得到2,3,6,7,10,11-hexakis{[(2R,4R,6R)-2,4,6-trimethyloctyl]oxy}triphenylene
  参考文献：
  名称：

  Highly Branched Alkanoic Acids from the Preen-Gland Wax of the Domestic Goose as Building Blocks for Chiral Triphenylenes

  摘要：

  The synthesis of chiral triphenylenes 7a,b bearing side chains derived from enantiomerically pure trimethyloctanoate la and tetramethyldecanoate 1b from the preen-gland wax of domestic goose was achieved in 3 or 4 steps. Compounds 7a,b were nonmesogenic; however, mixtures of 7a,b with hexakis(octyloxy)triphenylene or hexakis(decyloxy)triphenylene displayed columnar mesophases or soft crystal G phases, as was shown by differential-scanning calorimetry and optical-polarizing microscopy. Circular-dichroism measurements revealed weak associations of 7a,b in solution.

  DOI：

  10.1002/1522-2675(200211)85:11<3909::aid-hlca3909>3.0.co;2-r
• 作为产物：
  描述：

  methyl (2R,4R,6R)-2,4,6-trimethyloctanoate 在 lithium aluminium tetrahydride 、 溴 、 potassium carbonate 、 三苯基膦 作用下， 以 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 71.5h， 生成 1,2-bis{[(2R,4R,6R)-2,4,6-trimethyloctyl]oxy}benzene
  参考文献：
  名称：

  Highly Branched Alkanoic Acids from the Preen-Gland Wax of the Domestic Goose as Building Blocks for Chiral Triphenylenes

  摘要：

  The synthesis of chiral triphenylenes 7a,b bearing side chains derived from enantiomerically pure trimethyloctanoate la and tetramethyldecanoate 1b from the preen-gland wax of domestic goose was achieved in 3 or 4 steps. Compounds 7a,b were nonmesogenic; however, mixtures of 7a,b with hexakis(octyloxy)triphenylene or hexakis(decyloxy)triphenylene displayed columnar mesophases or soft crystal G phases, as was shown by differential-scanning calorimetry and optical-polarizing microscopy. Circular-dichroism measurements revealed weak associations of 7a,b in solution.

  DOI：

  10.1002/1522-2675(200211)85:11<3909::aid-hlca3909>3.0.co;2-r

文献信息

• Highly Branched Alkanoic Acids from the Preen-Gland Wax of the Domestic Goose as Building Blocks for Chiral Triphenylenes
  作者：Andreas Schultz、Sabine Laschat、Michael Morr、Siegmar Diele、Michael Dreyer、Gerhard Bringmann

  DOI：10.1002/1522-2675(200211)85:11<3909::aid-hlca3909>3.0.co;2-r

  日期：2002.11

  The synthesis of chiral triphenylenes 7a,b bearing side chains derived from enantiomerically pure trimethyloctanoate la and tetramethyldecanoate 1b from the preen-gland wax of domestic goose was achieved in 3 or 4 steps. Compounds 7a,b were nonmesogenic; however, mixtures of 7a,b with hexakis(octyloxy)triphenylene or hexakis(decyloxy)triphenylene displayed columnar mesophases or soft crystal G phases, as was shown by differential-scanning calorimetry and optical-polarizing microscopy. Circular-dichroism measurements revealed weak associations of 7a,b in solution.