ethyl 4-(4-(octyloxy)phenyl)-2,4-dioxobutanoate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 4-(4-(octyloxy)phenyl)-2,4-dioxobutanoate
• 英文别名: Ethyl 4-(4-octoxyphenyl)-2,4-dioxobutanoate
• 化学式: C₂₀H₂₈O₅
• 分子量: 348.439
• InChiKey: KCEGSPHVWXSTCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  25
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 4-(4-(octyloxy)phenyl)-2,4-dioxobutanoate 在 羟胺 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 8.0h， 生成 ethyl 5-(4-(octyloxy)phenyl)isoxazole-3-carboxylate
  参考文献：
  名称：

  Mesogenic bis-heterocycles incorporating both pyrazole and isoxazole

  摘要：

  Two new series of mesogenic bis-heterocyclic derivatives containing pyrazoles and isoxazoles 1a-b were reported. One single crystallographic structure of mesogenic 2a (n=8) was determined by X-ray analysis, and it crystallizes in a triclinic space group P-1, with a=7.0511(2), b=7.6303(2) and c=21.2143(5) angstrom, and Z=2. The crystal was considered as slightly bent-shaped molecule with a molecular length of ca. similar to 24.9 angstrom. A dimeric correlated structure induced by H-bonds was observed in the crystal lattice, which was favorable to the formation of mesophases. All compounds 1-2 exhibited N, SmA, N/SmC or SmA/SmC phases, as expected for linear-shaped molecules. All compounds 1 have higher clearing temperatures and wider ranges of mesophases than those of their precursors 2, which might be attributed to have higher dipoles polarized by two heterocyclic rings in 2. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.06.021
• 作为产物：
  描述：

  4-辛基苯乙酮 、 草酸二乙酯 在 sodium ethanolate 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 生成 ethyl 4-(4-(octyloxy)phenyl)-2,4-dioxobutanoate
  参考文献：
  名称：

  Mesogenic bis-heterocycles incorporating both pyrazole and isoxazole

  摘要：

  Two new series of mesogenic bis-heterocyclic derivatives containing pyrazoles and isoxazoles 1a-b were reported. One single crystallographic structure of mesogenic 2a (n=8) was determined by X-ray analysis, and it crystallizes in a triclinic space group P-1, with a=7.0511(2), b=7.6303(2) and c=21.2143(5) angstrom, and Z=2. The crystal was considered as slightly bent-shaped molecule with a molecular length of ca. similar to 24.9 angstrom. A dimeric correlated structure induced by H-bonds was observed in the crystal lattice, which was favorable to the formation of mesophases. All compounds 1-2 exhibited N, SmA, N/SmC or SmA/SmC phases, as expected for linear-shaped molecules. All compounds 1 have higher clearing temperatures and wider ranges of mesophases than those of their precursors 2, which might be attributed to have higher dipoles polarized by two heterocyclic rings in 2. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.06.021

文献信息

• Polarization effects in mesogenic isoxazoles and 1,3,4-oxadiazoles
  作者：Li-Yang Lu、Hsiu-Ming Kuo、Hwo-Shuenn Sheu、Gene-Hsiang Lee、Chung K. Lai

  DOI：10.1016/j.tet.2014.05.036

  日期：2014.9

  Four new series of unsymmetric isoxazoles and 1,3,4-oxadiazoles were prepared, characterized and their mesomorphic properties investigated. Isoxazoles were obtained by condensation-cyclization of beta-diketones with hydroxylamine hydrochloride in refluxing THF, while 1,3,4-oxadiazoles were obtained from hydrazine-carboxylate in refluxing POCl3. Two single crystallographic structures were determined by Xray crystallographic analysis. A correlated dimeric structure was formed by H-bonds in isoxazoles 1a (n=6), leading to a more elongated structure required for the formation of mesophases. All compounds 1a-c formed N, SmA or/and SmC phases. In contrast, compounds 1d exhibited columnar phases, and an N-cell=14.6 obtained from powder XRD data indicated that a correlated structure formed by four molecules was probably induced in Col(h) phases. The better mesomorphic behavior formed in 1a than 1b might be attributed to stronger intermolecular interactions and higher polarization induced in isoxazoles 1a. (C) 2014 Published by Elsevier Ltd.
• Mesogenic bis-heterocycles incorporating both pyrazole and isoxazole
  作者：Yu-Lun Li、Gene-Hsiang Lee、Chung K. Lai

  DOI：10.1016/j.tet.2015.06.021

  日期：2015.8

  Two new series of mesogenic bis-heterocyclic derivatives containing pyrazoles and isoxazoles 1a-b were reported. One single crystallographic structure of mesogenic 2a (n=8) was determined by X-ray analysis, and it crystallizes in a triclinic space group P-1, with a=7.0511(2), b=7.6303(2) and c=21.2143(5) angstrom, and Z=2. The crystal was considered as slightly bent-shaped molecule with a molecular length of ca. similar to 24.9 angstrom. A dimeric correlated structure induced by H-bonds was observed in the crystal lattice, which was favorable to the formation of mesophases. All compounds 1-2 exhibited N, SmA, N/SmC or SmA/SmC phases, as expected for linear-shaped molecules. All compounds 1 have higher clearing temperatures and wider ranges of mesophases than those of their precursors 2, which might be attributed to have higher dipoles polarized by two heterocyclic rings in 2. (C) 2015 Elsevier Ltd. All rights reserved.