4-<4'-<(p-Amylphenyl)ethynyl>phenyl>cyclohexanone ethylene ketal | 1028268-65-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-<4'-<(p-Amylphenyl)ethynyl>phenyl>cyclohexanone ethylene ketal
• 英文别名: 8-[4-[2-(4-Pentylphenyl)ethynyl]phenyl]-1,4-dioxaspiro[4.5]decane
• CAS: 1028268-65-6
• 化学式: C₂₇H₃₂O₂
• 分子量: 388.55
• InChiKey: DEQDROPAYPYPLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 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：

  4-<4'-<(p-Amylphenyl)ethynyl>phenyl>cyclohexanone ethylene ketal 在 正丁基锂 、 溶剂黄146 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 22.5h， 生成 (+/-)-1-(Phenylmethylene)-4-<4'-<(p-amylphenyl)ethynyl>phenyl>cyclohexane
  参考文献：
  名称：

  A search for photoresolvable mesogens: synthesis and properties of a series of liquid crystalline, axially chiral 1-benzylidene-4-[4'-[(p-alkylphenyl)ethynyl]phenyl]cyclohexanes

  摘要：

  A series of axially chiral 1-benzylidene-4-[4'-[(p-alkylphenyl)ethynyl] phenyl]cyclohexanes was prepared in racemic form and as optically active mixtures by application of the Hanessian olefination reaction. These compounds have two spectrally overlapping groups which leads to enhanced circular dichroism. And, with appropriate substituents, they form liquid crystal phases when heated above room temperature. The photochemical and material properties of these compounds were studied to assess their suitability for formation of a chiroptical liquid crystal switch. It was found that the Kuhn anisotropy factor (g(lambda)) is too small for this application.

  DOI：

  10.1021/jo00086a042
• 作为产物：
  描述：

  8-(4-溴苯基)-1,4-二氧杂螺[4.5]癸-7-烯 在 bis-triphenylphosphine-palladium(II) chloride 、 Rh on carbon 、 三苯基膦 氢气 、 sodium methylate 、 对甲苯磺酸 、 溶剂黄146 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 25.0~100.0 ℃ 、4.14 MPa 条件下， 反应 22.0h， 生成 4-<4'-<(p-Amylphenyl)ethynyl>phenyl>cyclohexanone ethylene ketal
  参考文献：
  名称：

  A search for photoresolvable mesogens: synthesis and properties of a series of liquid crystalline, axially chiral 1-benzylidene-4-[4'-[(p-alkylphenyl)ethynyl]phenyl]cyclohexanes

  摘要：

  A series of axially chiral 1-benzylidene-4-[4'-[(p-alkylphenyl)ethynyl] phenyl]cyclohexanes was prepared in racemic form and as optically active mixtures by application of the Hanessian olefination reaction. These compounds have two spectrally overlapping groups which leads to enhanced circular dichroism. And, with appropriate substituents, they form liquid crystal phases when heated above room temperature. The photochemical and material properties of these compounds were studied to assess their suitability for formation of a chiroptical liquid crystal switch. It was found that the Kuhn anisotropy factor (g(lambda)) is too small for this application.

  DOI：

  10.1021/jo00086a042

文献信息

• A search for photoresolvable mesogens: synthesis and properties of a series of liquid crystalline, axially chiral 1-benzylidene-4-[4'-[(p-alkylphenyl)ethynyl]phenyl]cyclohexanes
  作者：Yifan Zhang、Gary B. Schuster

  DOI：10.1021/jo00086a042

  日期：1994.4

  A series of axially chiral 1-benzylidene-4-[4'-[(p-alkylphenyl)ethynyl] phenyl]cyclohexanes was prepared in racemic form and as optically active mixtures by application of the Hanessian olefination reaction. These compounds have two spectrally overlapping groups which leads to enhanced circular dichroism. And, with appropriate substituents, they form liquid crystal phases when heated above room temperature. The photochemical and material properties of these compounds were studied to assess their suitability for formation of a chiroptical liquid crystal switch. It was found that the Kuhn anisotropy factor (g(lambda)) is too small for this application.