4-<(3,5-Dimethyl-4-pyrazolyl)methyl>phenyl 4-(n-decyloxy)benzoate | 163930-01-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 4-<(3,5-Dimethyl-4-pyrazolyl)methyl>phenyl 4-(n-decyloxy)benzoate
• 英文别名: 4-[(4'-(4''-n-decyloxybenzoyl)oxy)benzyl]-3,5-dimethylpyrazole；[4-[(3,5-dimethyl-1H-pyrazol-4-yl)methyl]phenyl] 4-decoxybenzoate
• CAS: 163930-01-6
• 化学式: C₂₉H₃₈N₂O₃
• 分子量: 462.632
• InChiKey: KUBSTQFGFDMOFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  34
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  64.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  di-μ-chloro-bis(1,5-cyclooctadiene)dirhodium 、 4-<(3,5-Dimethyl-4-pyrazolyl)methyl>phenyl 4-(n-decyloxy)benzoate 以 二氯甲烷 为溶剂， 以75%的产率得到cis-[RhCl(CO)2(4-[(4'-(4''-n-decyloxybenzoyl)oxy)benzyl]-3,5-dimethylpyrazole)]
  参考文献：
  名称：

  Rhodium(I) and Iridium(I) Complexes Containing β-Diketonate or Pyrazole Ligands. Liquid Crystal and Nonlinear Optical Properties

  摘要：

  Square-planar rhodium or iridium "n-decyloxy-beta-diketonate" complexes of the general formula [M(beta-diketonate)(CO)(2)] (M = Ph (1-3) or Ir (4-6)) and pyrazole-rhodium derivatives of the type [RhCl(CO)(2)(pyrazole)] (7-9) have been prepared and their liquid-crystalline properties studied. Compounds 1 and 4 show monotropic smectic A phases, and complex 7 shows a monotropic nematic phase. The behavior of the melting points seems to be related to the X group directly bonded at the 3-position of the beta-diketonate ligand (1-6) or at the 4-position of the pyrazole ring (7-9). When X = OOC higher melting points are obtained. Two different polymorphs, red (M Ph) or blue (M = Ir) and yellow (M = Ph, Ir), have been obtained for complexes 1, 4, and 6. The yellow form for compound 4 (C31H35IrO9. CH3OH, monoclinic system, space group P2(1)/c (No. 14) with a = 26.991(6) Angstrom, b = 4.0093(8) Angstrom, c = 31.169(6) Angstrom, beta = 104.950(13)degrees, and Z = 4) has also been characterized by an X-ray single-crystal diffraction experiment in order to explain the influence of the packing arrangement in the formation of different polymorphs. Additionally, measurements of the first-order optical hyperpolarizability (beta) of the rhodium compounds and some of the precursor ligands using the EFISH technique have also been performed.

  DOI：

  10.1021/ic9814017
• 作为产物：
  描述：

  4-(2-Acetyl-3-oxobutyl)phenyl 4-(n-decyloxy)benzoate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以61%的产率得到4-<(3,5-Dimethyl-4-pyrazolyl)methyl>phenyl 4-(n-decyloxy)benzoate
  参考文献：
  名称：

  Synthesis of 3-Substituted Pentane-2,4-Diones: Valuable Intermediates For Liquid Crystals

  摘要：

  General procedures for the synthesis of six series of 3-substituted pentane-2,4-diones are described. The diones mere used as intermediates in the preparation of pyrazoles, isoxazoles, and coordination complexes whose mesogenic properties have been studied. Nematic and smectic phases have been obtained in a number of cases, and the relationship between molecular structure and mesogenic properties has been explored.

  DOI：

  10.1021/jo00115a023

文献信息

• Synthesis of 3-Substituted Pentane-2,4-Diones: Valuable Intermediates For Liquid Crystals
  作者：Carlos Cativiela、Jose L. Serrano、Maria M. Zurbano

  DOI：10.1021/jo00115a023

  日期：1995.5

  General procedures for the synthesis of six series of 3-substituted pentane-2,4-diones are described. The diones mere used as intermediates in the preparation of pyrazoles, isoxazoles, and coordination complexes whose mesogenic properties have been studied. Nematic and smectic phases have been obtained in a number of cases, and the relationship between molecular structure and mesogenic properties has been explored.
• Rhodium(I) and Iridium(I) Complexes Containing β-Diketonate or Pyrazole Ligands. Liquid Crystal and Nonlinear Optical Properties
  作者：Joaquín Barberá、Anabel Elduque、Raquel Giménez、Fernando J. Lahoz、José A. López、Luis A. Oro、José Luis Serrano、Belén Villacampa、Julio Villalba

  DOI：10.1021/ic9814017

  日期：1999.6.1

  Square-planar rhodium or iridium "n-decyloxy-beta-diketonate" complexes of the general formula [M(beta-diketonate)(CO)(2)] (M = Ph (1-3) or Ir (4-6)) and pyrazole-rhodium derivatives of the type [RhCl(CO)(2)(pyrazole)] (7-9) have been prepared and their liquid-crystalline properties studied. Compounds 1 and 4 show monotropic smectic A phases, and complex 7 shows a monotropic nematic phase. The behavior of the melting points seems to be related to the X group directly bonded at the 3-position of the beta-diketonate ligand (1-6) or at the 4-position of the pyrazole ring (7-9). When X = OOC higher melting points are obtained. Two different polymorphs, red (M Ph) or blue (M = Ir) and yellow (M = Ph, Ir), have been obtained for complexes 1, 4, and 6. The yellow form for compound 4 (C31H35IrO9. CH3OH, monoclinic system, space group P2(1)/c (No. 14) with a = 26.991(6) Angstrom, b = 4.0093(8) Angstrom, c = 31.169(6) Angstrom, beta = 104.950(13)degrees, and Z = 4) has also been characterized by an X-ray single-crystal diffraction experiment in order to explain the influence of the packing arrangement in the formation of different polymorphs. Additionally, measurements of the first-order optical hyperpolarizability (beta) of the rhodium compounds and some of the precursor ligands using the EFISH technique have also been performed.