1-(4-dodecyloxyphenyl)-3-hydroxy-2-propen-1-one | 1198620-22-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(4-dodecyloxyphenyl)-3-hydroxy-2-propen-1-one
• 英文别名: 1-(4-Dodecoxyphenyl)-3-hydroxyprop-2-en-1-one；1-(4-dodecoxyphenyl)-3-hydroxyprop-2-en-1-one
• CAS: 1198620-22-2
• 化学式: C₂₁H₃₂O₃
• 分子量: 332.483
• InChiKey: IJTHGXXMULGOIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  24
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-dodecyloxyphenyl)-3-hydroxy-2-propen-1-one 在 盐酸 、 一水合肼 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 12.08h， 以75%的产率得到3-(4-dodecanoxyphenyl)pyrazole
  参考文献：
  名称：

  Calamitic metallomesogens derived from unsymmetric pyrazoles

  摘要：

  Three series of copper(II) complexes 1a-1c derived from unsymmetric pyrazoles 2a-2c were prepared and their mesomorphic properties investigated. The mesomorphic behavior of compounds was studied by differential scanning calorimetry, polarizing optical microscopy, and powder X-ray diffractometry. The crystal and molecular structures of mesogenic copper complex (2a; n=10) of 3-[4-decyloxyphenyl]-1H-pyrazole were determined by means of X-ray structural analysis. It crystallizes in the triclinic space group p-1, with a=4.0890(1) angstrom, b=18.0167(2) angstrom, c=25.5015(5) angstrom, and Z=2. The geometry at copper center was not perfectly square planar. A weak intermolecular H-bond (d=2.36 angstrom) between Cl1 and H2 atoms and pi-pi interaction (ca. 3.45-3.55 angstrom) was also observed. All their precursors 2a-2c were not mesogenic. In contrast. copper complexes 1a formed nematic or smectic C phases and complexes 1b-1c formed crystalline phases. Powder X-ray diffraction experiments confirmed the presence of SmC phase. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.08.062
• 作为产物：
  描述：

  4-十二烷氧基苯乙酮 、 甲酸乙酯 在 sodium methylate 作用下， 以 四氢呋喃 为溶剂， 反应 24.5h， 以72%的产率得到1-(4-dodecyloxyphenyl)-3-hydroxy-2-propen-1-one
  参考文献：
  名称：

  Calamitic metallomesogens derived from unsymmetric pyrazoles

  摘要：

  Three series of copper(II) complexes 1a-1c derived from unsymmetric pyrazoles 2a-2c were prepared and their mesomorphic properties investigated. The mesomorphic behavior of compounds was studied by differential scanning calorimetry, polarizing optical microscopy, and powder X-ray diffractometry. The crystal and molecular structures of mesogenic copper complex (2a; n=10) of 3-[4-decyloxyphenyl]-1H-pyrazole were determined by means of X-ray structural analysis. It crystallizes in the triclinic space group p-1, with a=4.0890(1) angstrom, b=18.0167(2) angstrom, c=25.5015(5) angstrom, and Z=2. The geometry at copper center was not perfectly square planar. A weak intermolecular H-bond (d=2.36 angstrom) between Cl1 and H2 atoms and pi-pi interaction (ca. 3.45-3.55 angstrom) was also observed. All their precursors 2a-2c were not mesogenic. In contrast. copper complexes 1a formed nematic or smectic C phases and complexes 1b-1c formed crystalline phases. Powder X-ray diffraction experiments confirmed the presence of SmC phase. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.08.062

文献信息

• Calamitic metallomesogens derived from unsymmetric pyrazoles
  作者：Min-Chou Chen、Shih-Chieh Lee、Chia-Chung Ho、Tarng-Shiang Hu、Gene-Hsiang Lee、Chung K. Lai

  DOI：10.1016/j.tet.2009.08.062

  日期：2009.11

  Three series of copper(II) complexes 1a-1c derived from unsymmetric pyrazoles 2a-2c were prepared and their mesomorphic properties investigated. The mesomorphic behavior of compounds was studied by differential scanning calorimetry, polarizing optical microscopy, and powder X-ray diffractometry. The crystal and molecular structures of mesogenic copper complex (2a; n=10) of 3-[4-decyloxyphenyl]-1H-pyrazole were determined by means of X-ray structural analysis. It crystallizes in the triclinic space group p-1, with a=4.0890(1) angstrom, b=18.0167(2) angstrom, c=25.5015(5) angstrom, and Z=2. The geometry at copper center was not perfectly square planar. A weak intermolecular H-bond (d=2.36 angstrom) between Cl1 and H2 atoms and pi-pi interaction (ca. 3.45-3.55 angstrom) was also observed. All their precursors 2a-2c were not mesogenic. In contrast. copper complexes 1a formed nematic or smectic C phases and complexes 1b-1c formed crystalline phases. Powder X-ray diffraction experiments confirmed the presence of SmC phase. (C) 2009 Elsevier Ltd. All rights reserved.