(S,S)-1,2-dinitro-4,5-bis(3,7-dimethyloctoxy)benzene | 1374786-95-4

• 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: (S,S)-1,2-dinitro-4,5-bis(3,7-dimethyloctoxy)benzene
• CAS: 1374786-95-4
• 化学式: C₂₆H₄₄N₂O₆
• 分子量: 480.645
• InChiKey: AODUSHOBOLEDOU-VXKWHMMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.97
• 重原子数：
  34.0
• 可旋转键数：
  18.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  104.74
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (S,S)-1,2-dinitro-4,5-bis(3,7-dimethyloctoxy)benzene 在 sodium tetrahydroborate 、 palladium 10% on activated carbon 作用下， 以 甲醇 为溶剂， 反应 2.5h， 生成 2,3,11,12-tetrakis((S)-3,7-dimethyloctoxy)-7,16-bis(2-hydroxybenzoyl)-5,14-dihydrodibenzo[b,i][1,4,8,11]-tetraazacyclotetradecine
  参考文献：
  名称：

  New chiral discotics with helical organization of the mesophase—liquid crystalline derivatives of dibenzotetraaza[14]annulene

  摘要：

  Two optically pure derivatives of dibenzotetraaza[14]annulene, bearing four (S)- or (R)- 3,7-dimethyloctoxy peripheral chiral tails, respectively, and two hydroxybenzoyl meso substituents were synthesized using a convergent multi-step route. The structure of the products was determined by H-1 and C-13 NMR spectroscopy, ESI-MS, and elemental analysis. The mesomorphic behavior of the two chiral compounds, deciphered by differential scanning calorimetry (DSC), small-angle X-ray diffractometry (SA-XRD), and polarizing optical microscopy (POM) investigations, revealed the induction of two lamello-columnar phases, i.e., columnar stacks confined in smectic layers, whose columns may be arranged either according to the pg rectangular planar symmetry (for the low-temperature phase) or without registry between vicinal layers (for the high-temperature mesophase). Evidence of a helical organization of the molecules in the mesophases was obtained using a combination of electronic circular dichroism (ECD) and SA-XRD results, Molecular Dynamics simulations and quantum-chemical calculations. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.03.037
• 作为产物：
  描述：

  1,2-bis((S)-3,7-dimethyloctyloxy)benzene 在 硝酸 、 硫酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以76%的产率得到(S,S)-1,2-dinitro-4,5-bis(3,7-dimethyloctoxy)benzene
  参考文献：
  名称：

  New chiral discotics with helical organization of the mesophase—liquid crystalline derivatives of dibenzotetraaza[14]annulene

  摘要：

  Two optically pure derivatives of dibenzotetraaza[14]annulene, bearing four (S)- or (R)- 3,7-dimethyloctoxy peripheral chiral tails, respectively, and two hydroxybenzoyl meso substituents were synthesized using a convergent multi-step route. The structure of the products was determined by H-1 and C-13 NMR spectroscopy, ESI-MS, and elemental analysis. The mesomorphic behavior of the two chiral compounds, deciphered by differential scanning calorimetry (DSC), small-angle X-ray diffractometry (SA-XRD), and polarizing optical microscopy (POM) investigations, revealed the induction of two lamello-columnar phases, i.e., columnar stacks confined in smectic layers, whose columns may be arranged either according to the pg rectangular planar symmetry (for the low-temperature phase) or without registry between vicinal layers (for the high-temperature mesophase). Evidence of a helical organization of the molecules in the mesophases was obtained using a combination of electronic circular dichroism (ECD) and SA-XRD results, Molecular Dynamics simulations and quantum-chemical calculations. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.03.037