4-benzoyl-5-hydroxy-1,3-diphenyl-1H-pyrazole | 33064-16-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-benzoyl-5-hydroxy-1,3-diphenyl-1H-pyrazole
• 英文别名: (5-hydroxy-1,3-diphenyl-1H-pyrazol-4-yl)phenylmethanone；1,3-diphenyl-4-benzoyl-5-hydroxypyrazole；1,3-diphenyl-4-benzoylpyrazol-5-one；1,3-diphenyl-4-(OC-C6H5)-pyrazol-5-one
• CAS: 33064-16-3
• 化学式: C₂₂H₁₆N₂O₂
• 分子量: 340.381
• InChiKey: DKCQCQGFTDPEFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.48
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55.12
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-benzoyl-5-hydroxy-1,3-diphenyl-1H-pyrazole 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以80%的产率得到2,2-difluoro-4,5,7-triphenyl-2,7-dihydro-2l4,3l3-[1,3,2]dioxaborinino[4,5-c]pyrazole
  参考文献：
  名称：

  Photoluminescence properties of new BF2 complexes with pyrazolone ligands: Dependence on volume and electronic effect of substituents

  摘要：

  Novel fluorine-boron complexes with donor-acceptor architecture in which pyrazoline-1,3-diones were chosen as electron donors have been synthesized and well characterized. Correlation of the luminescence properties of the complex 2c and its crystal structures was discussed. Well-ordered molecular packing in the crystal results in strong charge transfer interactions characterized by long excited-state lifetime. These fluorine-boron complexes show photophysical properties highly dependent on the solvent polarity and aggregation states. The substituents on the pyrazoline were found to have a significant impact on the solid-state luminescent properties. As a result, some significant differences in charge transfer modes were observed in the solid state among these complexes. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2010.05.006

文献信息

• Direct and Chemoselective Electrophilic Monofluoromethylation of Heteroatoms (<i>O</i>-, <i>S-</i>, <i>N</i>-, <i>P</i>-, <i>Se</i>-) with Fluoroiodomethane
  作者：Raffaele Senatore、Monika Malik、Markus Spreitzer、Wolfgang Holzer、Vittorio Pace

  DOI：10.1021/acs.orglett.9b04654

  日期：2020.2.21

  The commercially available fluoroiodomethane represents a valuable and effective electrophilic source for transferring the CH2F unit to a series of heteroatom-centered nucleophiles under mild basic conditions. The excellent manipulability offered by its liquid physical state (bp 53.4 °C) enables practical and straightforward one-step nucleophilic substitutions to retain the chiral information embodied

  市售的氟碘甲烷代表了一种有价值的有效的亲电子来源，用于在温和的碱性条件下将CH2F单元转移到一系列以杂原子为中心的亲核试剂上。它的液态物理状态（bp 53.4°C）提供了出色的可操作性，可进行实用且直接的一步亲核取代，以保留所体现的手性信息，从而使其实际上克服了对氟甲基化剂的需求，而无需立即使用。高产率方法已成功应用于各种亲核试剂，包括当前市场上的一系列药物。
• Organotin(IV) derivatives of novel β-diketones
  作者：Fabio Marchetti、Claudio Pettinari、Augusto Cingolani、Riccardo Pettinari、Miriam Rossi、Francesco Caruso

  DOI：10.1016/s0022-328x(01)01333-x

  日期：2002.2

  [SnR2(L)2] (L=L1 or L2). The phenyl substituent on position 3 induces instability of the triorganotin derivatives in solution with the formation of SnR2(L)2 and SnR4 compounds. Moreover, diorganotin derivatives partially dissociate in solution yielding [SnR2(L)(solvent)]2+ species. When compared with the related 3-methyl species, the crystal structure of (1,3-diphenyl-4-benzoyl-pyrazolon-5-ato)triphenyltin(IV)

  R 3 SnCl，（R 3 Sn）2 O，R 2 SnO或R 2 SnCl 2受体（R = Me，n Bu或Ph）与两个新的β-二酮配体（LH = 1,3-二苯基）之间的相互作用-4-R 4（CO）-吡唑-5-酮：L 1 H，R 4 = Ph; L 2 H，R 4 = Me）产生配合物[SnR 3（L）（H 2 O）]（ R = Me或n Bu，L = L 1或L 2），[SnPh 3（L）]和[SnR 2（L）2 ] [L = L 1或L2）。3位上的苯基取代基会引起溶液中三有机锡衍生物的不稳定性，从而形成SnR 2（L）2和SnR 4化合物。此外，二有机锡衍生物在溶液中部分解离，生成[SnR 2（L）（溶剂）] 2+物种。当与相关的3-甲基物质进行比较时，（1,3-二苯基-4-苯甲酰基-吡唑啉酮-5-基）三苯基锡（IV）的晶体结构未被3-苯基取代修饰。第3位的Ph产生的化学不稳定性大
• Tin( <scp>II</scp> ) and Lead( <scp>II</scp> ) 4‐Acyl‐5‐pyrazolonates: Synthesis, Spectroscopic and X‐ray Structural Characterization
  作者：Claudio Pettinari、Fabio Marchetti、Riccardo Pettinari、Augusto Cingolani、Eleonora Rivarola、Christine Phillips、Joseph Tanski、Miriam Rossi、Francesco Caruso

  DOI：10.1002/ejic.200400225

  日期：2004.9

  β-diketonate Sn(Q)2 complexes [HQ = 1-R1-3-R3-4-R4(C=O)-pyrazol-5-one; HQC: R1 = Ph, R3 = Me, R4 = Cy; HQS: R1 = Ph, R3 = Me, R4 = CHPh2; HQL: R1 = Ph, R3 = Me, R4 = CH2Ph; HQT: R1 = Ph, R3 = Me, R4 = CH2tBu; HQE: R1 = Ph, R3 = Me, R4 = Et; HQB: R1 = Ph, R3 = Me, R4 = tBu; HQW: R1 = Ph, R3 = Me, R4 = p-(tBu)Ph; HQR: R1 = Ph, R3 = Me, R4 = p-[(CH2)5CH3]Ph; HQN: R1 = p-NO2Ph, R3 = Me, R4 = Ph; HQM: R1 =

  新型锡 (II) β-二酮 Sn(Q)2 配合物 [HQ = 1-R1-3-R3-4-R4(C=O)-pyrazol-5-one; HQC：R1 = Ph，R3 = Me，R4 = Cy；HQS：R1 = Ph，R3 = Me，R4 = CHPh2；HQL：R1 = Ph，R3 = Me，R4 = Ph；HQT：R1 = Ph，R3 = Me，R4 = tBu；HQE：R1 = Ph，R3 = Me，R4 = Et；HQB：R1 = Ph，R3 = Me，R4 = tBu；HQW：R1 = Ph，R3 = Me，R4 = p-(tBu)Ph；HQR：R1 = Ph，R3 = Me，R4 = p-[(CH2)5CH3]Ph；HQN：R1 = p-NO2Ph，R3 = Me，R4 = Ph；HQM：R1 = Me，R3 = Me，R4 = Ph；总部：R1 = 我，R3 = 我，R4
• (4‐Acyl‐5‐pyrazolonato)titanium Derivatives: Oligomerization, Hydrolysis, Voltammetry, and DFT Study
  作者：Francesco Caruso、Lou Massa、Asta Gindulyte、Claudio Pettinari、Fabio Marchetti、Riccardo Pettinari、Massimo Ricciutelli、Juan Costamagna、Juan Carlos Canales、Joseph Tanski、Miriam Rossi

  DOI：10.1002/ejic.200300135

  日期：2003.9

  Twenty 4-acyl-5-pyrazolonato (Q) titanium derivatives of varied nuclearity have been synthesized from Ti(OR)4 or TiCl4 and characterized with spectroscopic methods (IR, NMR, ESI-MS). While Ti−(β-diketonato) cleavage is not seen in isolated solids, Ti−O(alkoxy) (or Ti−Cl) bonds cleave upon hydrolysis, leading to several structural forms, including oligomers. Ionic Q species with no Ti, i.e., obtained

  已经从 Ti(OR)4 或 TiCl4 合成了 20 种不同核度的 4-acyl-5-pyrazolonato (Q) 钛衍生物，并用光谱方法（IR、NMR、ESI-MS）进行了表征。虽然在孤立的固体中看不到 Ti-（β-二酮）裂解，但 Ti-O（烷氧基）（或 Ti-Cl）键在水解时裂解，导致多种结构形式，包括低聚物。通过 ESI-MS 可以看到一些 Ti-Q 衍生物没有 Ti，即在 Ti-Q 裂解后获得的离子 Q 物种，这也表明给定物种的核度不同，例如，孤立的多核 [Q2Ti-μ- O]n 有几个“n”值。单核钛配合物是在严格的无水条件下获得的。已使用 DFT 方法分析了单核物质 (QT)2Ti(OCH3)2、QT = 3-methyl-4-(neopentylcarbonyl)-1-phenylpyrazol-5-onato 的顺式结构。反式影响是解释几组 Ti-O 键的主要驱动力。顺式立体异构体之一的能量比其他两种高
• Solid-State Photochromic Behavior and Thermal Bleaching Kinetics of Two Novel Pyrazolone Phenylsemicarbazones
  作者：Samat Abdurehman、Lang Liu、Dianzeng Jia、Jianping Hu、Jixi Guo、Xiaolin Xie

  DOI：10.1002/cphc.201001070

  日期：2011.8.22

  Their properties, including photochromic behavior, fluorescence properties, and thermal bleaching kinetics, are investigated. The results show that the two compounds exhibit improved photochromic performance in coloration and thermal bleaching rates, excellent photostability, high fatigue resistance, and reversible fluorescence switching properties in the solid state in comparison to reported pyrazolone

  两种新颖的光致变色化合物，1,3-二苯基-4-苯并-5-羟基吡唑4-苯基半氨基甲酰胺（1 a）和1,3-二苯基-4-（4-硝基苯并）-5-羟基吡唑4-苯基半氨基甲酰胺（2 a）通过元素分析，质谱，FTIR光谱和1进行合成和表征1 H NMR光谱。研究了它们的性质，包括光致变色行为，荧光性质和热漂白动力学。结果表明，与所报道的吡唑啉酮硫代半缩氮唑相比，这两种化合物在着色和热脱色率方面均表现出改善的光致变色性能，出色的光稳定性，高抗疲劳性以及固态时可逆的荧光转换性能。热漂白过程遵循一级动力学。漂白在130粉末℃下90秒内完成1b中（的着色异构体1）和150秒为2 B（的着色异构体2）。热漂白过程的活化能确定为69和95 kJ mol-1，具有9.5×10频率因子7和9.4×10 10小号-1为图1b和2b中分别。