3,5-bis(4-(octyloxy)phenyl)-1H-pyrazole | 142967-29-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3,5-bis(4-(octyloxy)phenyl)-1H-pyrazole
• 英文别名: 3,5-Di-(p-n-octyloxyphenyl)pyrazole；3,5-bis(4-(octyloxy)phenyl)-pyrazole；1H-Pyrazole, 3,5-bis[4-(octyloxy)phenyl]-；3,5-bis(4-octoxyphenyl)-1H-pyrazole
• CAS: 142967-29-1
• 化学式: C₃₁H₄₄N₂O₂
• 分子量: 476.703
• InChiKey: PGRNTWRDLLXNIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  35
• 可旋转键数：
  18
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  47.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  bis(η3-allyl-μ-chloropalladium(II)) 、 3,5-bis(4-(octyloxy)phenyl)-1H-pyrazole 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Bridged 3,5-disubstituted pyrazolate ligands as support of metallomesogens containing [Pd(η3-C3H5)]+ fragments

  摘要：

  The mesomorphic properties of two new long-chain 3,5-(4-n-alkoxyphenyl)pyrazoles Hpz(R2) (R = C6H4OCnH2n+1, n = 16, 18) have been studied and compared with those of related compounds containing shorter chains (n = 4, 6, 8, 10, 12, 14). For liquid crystal purposes, the derivative with 14 carbon atoms in the chain behaves as the best compound on the basis of the lowest melting point and the widest stability range of the mesophases. New Pd(II) complexes of formula [Pd(eta(3)-C3H5)(mu-pz(R2))](2) (R = C6H4OCnH2n+1, n = 8, 10, 12, 14, 16, 18) (1-6) containing the mesomorphic ligands as pyrazolate-bridging groups have been prepared and characterised. In solution, three conformational isomers (two symmetric and one asymmetric corresponding to different orientations of the allyl groups) have been found. In the solid state, the X-ray crystal structure of 3 (n = 12) evidenced the asymmetric isomer. The structure shows a bowlic core drawn on the basis of the boat-like conformation of the six-membered ring Pd(NN)(2)Pd. However, a rod-like shape could also be considered by taking the molecular dimensionality into account (47.80 Angstrom in length x 4.75 Angstrom in wide). The Pd-complexes 2-6 were found to have liquid crystal properties exhibiting enantiotropic smectic phases consistent with the molecular characteristics. Moreover, the molecular packing of 3 is described as the layer-like type in which the molecules are parallel to the c-axis but tilted off the layer, this fact appearing similar to the molecular ordering in the smectic fluid phases. (C) 2003 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(03)00669-7
• 作为产物：
  描述：

  Bis<1,3-di(p-n-octyloxyphenyl)>propane-1,3-dione 在 一水合肼 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以94.3%的产率得到3,5-bis(4-(octyloxy)phenyl)-1H-pyrazole
  参考文献：
  名称：

  Bartulin, J.; Martinez, R.; Mueller, H. J., Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 1992, vol. 220, # 1, p. 67 - 75

  摘要：

  DOI：

文献信息

• Aurophilic towards H-Bonding Interactions in Phosphine-pyrazolato-gold(I) Complexes: Luminescence Studies and Crystal Structure of{3,5-Bis[4-(octyloxy)phenyl]-1H-pyrazolato-κN1}(triphenylphosphine)gold{3,5-Bis[4-(octyloxy)phenyl]-1H-pyrazole} ([Au(pzop2)(PPh3)]⋅(Hpzop2))
  作者：Paloma Ovejero、Mercedes Cano、José A. Campo、José V. Heras、Antonio Laguna、Olga Crespo、Elena Pinilla、M. Rosario Torres

  DOI：10.1002/hlca.200490184

  日期：2004.8

  [Au(pz)(PPh3)}2] and exhibits aurophilic Au ⋅⋅⋅Au contacts, while crystallization of 2 in CH2Cl2/hexane gives rise to compound 4, [Au(pz)(PPh3)]⋅(Hpz). The X-ray structure of 4 was solved, showing a H-bond interaction between the monomer of 2 and Hpz. Reactions between [Au(pz)(PPh3)}2] and their corresponding 1H-pyrazole (Hpz) were also explored. Compounds 1–3 exhibit luminescence in the solid state. Their

  化合物[Au（pz）（PPh 3）} 2 ]（pz ＝ 3，5-二取代的吡唑并； R ＝ BuOC 6 H 4（bp），1； R ＝ C 8 H 17 OC 6 H 4（op），2；通过[Au（NO 3）（PPh 3）]与相应的吡唑并酮配体的反应容易获得R ＝ C 6 H 13 OC 6 H 4（hp），3）。它们显示出相似的NMR图谱，其ESI-MS或FAB-MS数据与单体分子制剂[Au（pz）（PPh 3）]一致。相比之下，1结晶为二聚体[Au（pz）（PPh 3）} 2 ]，并表现出亲金性Au⋅⋅⋅Au接触，而2在CH 2 Cl 2 /己烷中的结晶则生成化合物4，[Au（pz） （PPh 3）]⋅（Hpz）。解析了4的X射线结构，显示了2的单体与Hpz之间的氢键相互作用。还研究了[Au（pz）（PPh 3）} 2 ]与它们相应的1 H-吡唑（Hpz）之间的反应。化合物1 - 3固态发光。报告并分析了它们的发射光谱。
• Chemistry of Rh(I) complexes based on mesogenic 3,5-disubstituted pyrazole ligands. X-ray crystal structures of 3,5-di(4-n-butoxyphenyl)pyrazole (Hpzbp2) and [Rh(μ-pzR2)(CO)2]2 (R=C6H4OCnH2n+1, n=10, 12) compounds. Part II
  作者：M.C Torralba、M Cano、J.A Campo、J.V Heras、E Pinilla、M.R Torres

  DOI：10.1016/s0022-328x(02)01400-6

  日期：2002.7

  for the remained HpzR2 and the structural consequences agree with the observed mesomorphic properties. The mesogenic pyrazoles HpzR2 (1–6) were used as ligands towards [RhCl(CO)2] and [Rh(CO)2] fragments. [RhCl(CO)2(HpzR2)] complexes (7–12) showed some physical properties dependant on the long-chained pyrazoles, and related to different molecular arrays in the solid state. In all cases these compounds

  四个新的3,5-二取代的吡唑HPZ R2，它们含有长链的4- n-烷氧基苯基取代基[R = C 6 H 4 OC n H 2 n +1 ; n = 4（1），6（2），12（5），14（6）]已经制备并表征。它们均表现出同构行为，中间相的稳定性和范围随吡唑上链的长度而增加。HPZ bp2（1）的X射线结构显示出高度线性的分子形状。推导了剩余的HPZ R2的相关结果并且结构上的结果与观察到的介晶性质一致。介晶基吡唑HPZ R2（1 - 6）被用作向[的RhCl（CO）配体2 ]和[铑（CO）2 ]片段。[的RhCl（CO）2（HPZ R2）]配合物（7 - 12）显示出依赖于长链的吡唑类，以及与在固体状态下不同的分子阵列一些物理性质。在所有情况下，这些化合物进化到的[Rh（μ-PZ R2）（CO）2 ] 2的溶液中。的吡唑特的Rh（I）配合物的[Rh（μ-PZ R2）（CO）2 ]2（13 –
• Silver and Gold Trinuclear Complexes Based on 3-Substituted or 3,5-Disubstituted Pyrazolato Ligands. X-Ray Crystal Structure ofcyclo-Tris{μ-[3,5-bis(4-phenoxyphenyl)-1H-pyrazolato-κN1 : κN2]}trigold Dichloromethane ([Au(μ-)]3⋅CH2Cl2)
  作者：M. Carmen Torralba、Paloma Ovejero、M. José Mayoral、Mercedes Cano、José A. Campo、José V. Heras、Elena Pinilla、M. Rosario Torres

  DOI：10.1002/hlca.200490012

  日期：2004.1

  mesophases that could be related to the disc-like shape of the molecular core and the appropriate length of the alkyloxy chain. For comparative purposes, the X-ray structure of the related gold complex [Au3(μ-)3] (9) having phenoxyphenyl substituents at the 3- and 5-positions of the pyrazolato ligand is also described. The molecular structure is formed by a non-planar (AuNN)3 core, containing three Au-atoms

  [M 3（μ- PZ'）3 ]类型的十个新的银和金三聚体配合物（M = Au，Ag），其中PZ'表示衍生自介晶3,5-二取代1 H-吡唑或非-合成并表征了介晶的3-取代的1 H-吡唑HPZ R（R = C 6 H 4 OC n H 2 n +1）。金和银络合物7，8，10，和11含有对称pyrazolato配体作为桥连基团（; R = C 6 H ^ 4 OC ñ ħ 2 Ñ+1，n = 4（）和8（））表现出三角对称结构。用于相关银衍生物得到相同的结果16 - 18 3 -取代的pyrazolato配体（PZ - [R ; R = C 6 H ^ 4 OC ñ ħ 2 Ñ 1，Ñ = 4（PZ BP），12（PZ DDP） ，以及18（PZ odp））。相比之下，3-取代的吡唑并金化合物13 – 15所采用的不对称分子结构与三核核上的取代基的位置有关。通过差示扫描量热法和偏振光显微镜研究了这些配合物的热行为。父3
• Bartulin, J.; Martinez. R.; Gallardo, H., Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 1993, vol. 225, p. 175 - 182
  作者：Bartulin, J.、Martinez. R.、Gallardo, H.、Muller. J.、Taylor. T. R.

  DOI：——

  日期：——