1,4-bis((E)-3-(methoxymethoxy)prop-1-enyl)benzene | 1050510-79-6

• 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: 1,4-bis((E)-3-(methoxymethoxy)prop-1-enyl)benzene
• CAS: 1050510-79-6
• 化学式: C₁₆H₂₂O₄
• 分子量: 278.348
• InChiKey: UVRQNLVYQGMGQC-GGWOSOGESA-N

物化性质

• 熔点：
  65-67 °C
• 沸点：
  389.5±42.0 °C(predicted)
• 密度：
  1.058±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.95
• 重原子数：
  20.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  36.92
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1,4-bis((E)-3-(methoxymethoxy)prop-1-enyl)benzene 在 盐酸 作用下， 以 甲醇 、 二乙二醇二甲醚 为溶剂， 反应 4.0h， 生成 1,4-bis(2,2-difluoro-3-(hydroxymethyl)cyclopropyl)benzene
  参考文献：
  名称：

  gem-Difluorocyclopropane as core molecule candidate for liquid crystal compounds

  摘要：

  The synthesis of a novel chiral gem-difluorocyclopropane building block has been accomplished using chemo-enzymatic reaction protocol; the prochiral diol of 1,4-bis(2,2-difluoro-3-(hydroxymethyl)cyclopropyl)benzene (5) was converted to the corresponding chiral diacetate by Pseudomonas lipase (lipase SL-25, Meito)-catalyzed transesterification with vinyl acetate as acyl donor with > 99% enantiomeric excess. Various types of diesters or dialkyl ether were prepared from the diol and their helical twisting power (HTP) was evaluated by addition of 1.0 wt% to a non-chiral nematic liquid crystal host; the HTP was significantly dependent on the structure of ester or ether moieties and diester of diol 5 with isopropylfumalic acid showed the largest HTP. (C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2007.05.004
• 作为产物：
  描述：

  对苯二甲醛 在 sodium hydride 、 二异丁基氢化铝 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 15.5h， 生成 1,4-bis((E)-3-(methoxymethoxy)prop-1-enyl)benzene
  参考文献：
  名称：

  gem-Difluorocyclopropane as core molecule candidate for liquid crystal compounds

  摘要：

  The synthesis of a novel chiral gem-difluorocyclopropane building block has been accomplished using chemo-enzymatic reaction protocol; the prochiral diol of 1,4-bis(2,2-difluoro-3-(hydroxymethyl)cyclopropyl)benzene (5) was converted to the corresponding chiral diacetate by Pseudomonas lipase (lipase SL-25, Meito)-catalyzed transesterification with vinyl acetate as acyl donor with > 99% enantiomeric excess. Various types of diesters or dialkyl ether were prepared from the diol and their helical twisting power (HTP) was evaluated by addition of 1.0 wt% to a non-chiral nematic liquid crystal host; the HTP was significantly dependent on the structure of ester or ether moieties and diester of diol 5 with isopropylfumalic acid showed the largest HTP. (C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2007.05.004