3-[5-(3-pyridyl)-1H-pyrazol-3-yl]pyridine | 79476-36-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-[5-(3-pyridyl)-1H-pyrazol-3-yl]pyridine
• 英文别名: 3,5-bis(3-pyridyl)-1H-pyrazole；3,5-Di(3-pyridyl)pyrazole；3,3'-(1H-Pyrazole-3,5-diyl)dipyridine；3-(3-pyridin-3-yl-1H-pyrazol-5-yl)pyridine
• CAS: 79476-36-1
• 化学式: C₁₃H₁₀N₄
• 分子量: 222.249
• InChiKey: YVTBIPNIMMAQLZ-UHFFFAOYSA-N

物化性质

• 熔点：
  238 °C(Solv: isopropanol (67-63-0))
• 沸点：
  498.7±35.0 °C(Predicted)
• 密度：
  1.248±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 储存条件：
  2-8°C

反应信息

• 作为反应物：
  描述：

  copper(l) cyanide 、 3-[5-(3-pyridyl)-1H-pyrazol-3-yl]pyridine 在 NH₃ 作用下， 以 乙醇 、 水 为溶剂， 以35%的产率得到[Cu2(3,5-bis(3-pyridyl)-1H-pyrazole)CN]n
  参考文献：
  名称：

  From Simple to Complex: Topological Evolution and Luminescence Variation in a Copper(I) Pyridylpyrazolate System Tuned via Second Ligating Spacers

  摘要：

  By systematically varying the geometric length and electronic properties of the second ligating ligands of halogen (Cl-, Br-, and I-) and pseudohalogen (CN-, SCN-, and N-3(-)) anions, we synthesized 11 isomeric/isostructural copper(I) complexes: [Cu-2(L3-3)I](n) (1), [Cu-2(L4-4)Br](n) (2-Br), [Cu-2(L4-4)Cl](n) (2-Cl), [Cu-2(L3-4)(CN)](n) (3), [Cuz(L3-3)(CN)](n) (4), [Cu-3(L4-4)(CN)(2)](n) (5), {[Cu-2(L4-4)-Br](2)center dot CuBr}(n) (6-Br), {[Cu-2(L4-4)Cl](2)center dot CuCl}(n) (6-Cl), [CU2(L4-4)-(SCN)](n) (7 alpha-SCN), [Cu-2(L4-4)(SCN)](n) (7 beta-SCN), and [Cu-2(L4-4)-(N3)](n) (7 alpha-N-3). These structures are based on a series of isomeric pyridylpyrazole ligands, namely, 3,5-bis(3-pyridyl)-1H-pyrazole (HL3-3), 3-(3-pyridyl)-5-(4-pyridyl)-1H-pyrazole (HL3-4), and 3,5-bis(4-pyridyl)-1H-pyrazole (HL4-4), and their structural features range from 1-D (1), 2-D (2), and 3-D noninterpenetration (3), to 3-D 2-fold interpenetration (4 and 5), to 3-D self-catenation (6 and 7), exhibiting a trend from simple to complex with dimension expansion and an interpenetrating degree increase. The five most complex structures (6 and 7) with self-catenated networks are based on 2-fold interpenetrated networks linked via appropriate second ligating spacers (Cl-, Br-, SCN-, and N-3(-)), representing a strategy to construct self-catenated coordination polymers through cross-linking interpenetrated frameworks. Moreover, these complexes exhibit strong photoluminescence, which is mainly ascribed to Cu-I-related charge transfers (MLCT, MC, and MMLCT) regulated by the electronic properties of halogen or pseudohalogen. The topological evolution and, luminescence variation presented in this work open an avenue to understanding the luminescence origin and the structure property relationship of luminescent coordination polymers.

  DOI：

  10.1021/ic200854s
• 作为产物：
  描述：

  烟酸乙酯 在 sodium hydride 、 一水合肼 作用下， 以 乙醚 、 乙醇 为溶剂， 反应 1.42h， 生成 3-[5-(3-pyridyl)-1H-pyrazol-3-yl]pyridine
  参考文献：
  名称：

  Ferles, Miloslav; Kafka, Stanislav; Silhankova, Alexandra, Collection of Czechoslovak Chemical Communications, 1981, vol. 46, # 5, p. 1167 - 1172

  摘要：

  DOI：

文献信息

• A Novel One-Pot Method for the Preparation of Pyrazoles by 1,3-Dipolar Cycloadditions of Diazo Compounds Generated in Situ
  作者：Varinder K. Aggarwal、Javier de Vicente、Roger V. Bonnert

  DOI：10.1021/jo0268409

  日期：2003.6.1

  procedure for the preparation of pyrazoles by 1,3-dipolar cycloaddition of diazo compounds generated in situ has been developed. Diazo compounds derived from aldehydes were reacted with terminal alkynes to furnish regioselectively 3,5-disubstituted pyrazoles. Furthermore, the reaction of N-vinylimidazole and diazo compounds derived from aldehydes gave exclusively 3-substituted pyrazoles in a one-pot process

  已经开发了一种方便的一锅法，该方法通过现场产生的重氮化合物的1,3-偶极环加成制备吡唑。使衍生自醛的重氮化合物与末端炔烃反应，以区域选择性地提供3,5-二取代的吡唑。此外，N-乙烯基咪唑和衍生自醛的重氮化合物的反应在一锅法中仅生成3-取代的吡唑。
• Structure‐ and Temperature‐Dependent Luminescence Properties of Threefold Interpenetrated Networks: Coordination Polymers Based on Dinuclear Gridlike Silver(I) Units
  作者：Shun‐Ze Zhan、Huan‐Quan Song、Liu‐Jun Guo、Raymond Wai‐Yin Sun、Dan Li

  DOI：10.1002/ejic.201700662

  日期：2017.12

  Dinuclear gridlike AgI structural units (1) based on (3-pyridyl)-5-R-pyrazole ligands are extended from oligomers (R = phenyl) to three threefold interpenetrated 3D coordination polymers (R = 3-pyridyl) with cds-a (augmented CdSO4) networks (2-NO3, 2-ClO4, 2-BF4) linked through multiple supramolecular interactions (Ag–ligand, Ag–anion, Ag···Ag, and π–π interactions). The photoemission intensities of 2-NO3

  基于 (3-吡啶基)-5-R-吡唑配体的双核网格状 AgI 结构单元 (1) 从低聚物 (R = 苯基) 扩展到三个三重互穿 3D 配位聚合物 (R = 3-吡啶基) 与 cds-a (增强的 CdSO4) 网络（2-NO3、2-ClO4、2-BF4）通过多种超分子相互作用（Ag-配体、Ag-阴离子、Ag…Ag 和 π-π 相互作用）连接。2-NO3、2-ClO4 和 2-BF4 的光发射强度在大温度范围内随温度呈线性变化，具有不同的灵敏度，这初步归因于这些多重超分子相互作用，尤其是增强的 Ag…… Ag 相互作用。这些复合物是温度传感设备应用的潜在候选者。
• A Tray-Shaped, Pd^II-Clipped Au₃Complex as a Scaffold for the Modular Assembly of [3×<i>n</i>] Au Ion Clusters
  作者：Takafumi Osuga、Takashi Murase、Manabu Hoshino、Makoto Fujita

  DOI：10.1002/anie.201404892

  日期：2014.10.13

  from 3,5‐bis(3‐pyridyl)pyrazole by means of tricyclization with AuI followed by PdII clipping. Tray 1 is an efficient scaffold for the modular assembly of [3×n] AuI clusters. Treatment of 1 with the AuI3 tricyclic guest 2 in H2O/CH3CN (7:3) or H2O results in the selective formation of a [3×2] cluster (1⋅2) or a [3×3] cluster (1⋅2⋅1), respectively. Upon subsequent addition of AgI ions, these complexes

  由3,5-二（3-吡啶基）吡唑通过与Au I的三环化然后进行Pd II的剪接制得呈托盘状的Pd II 3 3 Au I 3络合物（1）。纸盘1是用于[3×n] Au I簇的模块化组装的高效支架。的治疗1有Au我3三环旅客2 H中2 O / CH 3 CN（7:3）或H 2所ö导致的[3×2]簇（选择性形成1 ⋅ 2）或[3 ×3]簇（1 ⋅ 2⋅ 1）表示。在随后添加Ag I离子后，这些络合物被转化为前所未有的Au 3 -Au 3 -Ag-Au 3 -Au 3金属离子簇。
• Non-toxic corrosion-protection pigments based on manganese
  申请人：——

  公开号：US20040011252A1

  公开（公告）日：2004-01-22

  Corrosion-inhibiting pigments based on manganese are described that contain a trivalent or tetravalent manganese/valence stabilizer complex. An inorganic or organic material is used to stabilize the trivalent or tetravalent manganese ion to form a compound that is sparingly soluble, exhibits low solubility, or is insoluble in water, depending upon the intended usage. Specific stabilizers are chosen to control the release rate of trivalent or tetravalent manganese during exposure to water and to tailor the compatibility of the powder when used as a pigment in a chosen binder system. Stabilizers may also modify the processing and handling characteristics of the formed powders. Manganese/valence stabilizer combinations are chosen based on the well-founded principles of manganese coordination chemistry. Many manganese-valence stabilizer combinations are presented that can equal the performance of conventional hexavalent chromium or tetravalent lead systems. It is emphasized that this abstract is provided to comply with the rules requiring an abstract which will allow a searcher or other reader to quickly ascertain the subject matter of the technical disclosure. It is submitted with the understanding that it will not be used to interpret or limit the scope or meaning of the claims.

  以锰为基础的缓蚀颜料含有三价或四价锰/价稳定剂复合物。一种无机或有机材料可用于稳定三价或四价锰离子，从而形成一种可少量溶解、溶解度低或不溶于水的化合物，具体取决于预期用途。选择特定的稳定剂是为了控制三价锰或四价锰在遇水时的释放率，并调整粉末在所选粘合剂体系中用作颜料时的相容性。稳定剂还可以改变成型粉末的加工和处理特性。锰/价稳定剂组合的选择是基于锰配位化学的基本原理。文中介绍了许多锰价稳定剂组合，其性能与传统的六价铬或四价铅体系相当。需要强调的是，提供本摘要是为了符合要求提供摘要的规则，以便检索者或其他读者快速确定技术公开的主题。提交本摘要的前提是，本摘要不用于解释或限制权利要求的范围或含义。
• Non-toxic corrosion-protection pigments based on rare earth elements
  申请人：——

  公开号：US20040104377A1

  公开（公告）日：2004-06-03

  A corrosion-inhibiting pigment comprising a rare earth element and a valence stabilizer combinded to form a rare earth/valence stabilizer complex. The rare earth element is selected from cerium, terbium, praseodymium, or a combination thereof, and at least one rare earth element is in the tetravalent oxidation state. An inorganic or organic material is used to stabilize the tetravalent rare earth ion to form a compound that is sparingly soluble in water. Specific stabilizers are chosen to control the release rate of tetravalent cerium, terbium, or praseodymium during exposure to water and to tailor the compatibility of the powder when used as a pigment in a chosen binder system. Stabilizers may also modify the processing and handling characteristics of the formed powders. Many rare earth-valence stabilizer combinations are presented that can equal the performance of conventional hexavalent chromium systems.

  一种缓蚀颜料，由稀土元素和价态稳定剂结合形成稀土/价态稳定剂复合物。稀土元素选自铈、铽、镨或它们的组合，至少有一种稀土元素处于四价氧化态。使用无机或有机材料来稳定四价稀土离子，以形成稀溶于水的化合物。选择特定的稳定剂是为了控制四价铈、铽或镨在遇水时的释放率，并调整粉末在所选粘合剂体系中用作颜料时的相容性。稳定剂还可以改变成型粉末的加工和处理特性。本文介绍了许多稀土-价稳定剂组合，其性能可与传统的六价铬体系媲美。