4-acetyl-5-hydroxy-1,3-diphenyl-1H-pyrazole | 33064-12-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-acetyl-5-hydroxy-1,3-diphenyl-1H-pyrazole
• 英文别名: 1-phenyl-3-methyl-4-benzoylpyrazol-5-one；4-acetyl-5-hydroxy-1,3-diphenylpyrazole；1,3-diphenyl-4-acetylpyrazol-5-one
• CAS: 33064-12-9
• 化学式: C₁₇H₁₄N₂O₂
• 分子量: 278.31
• InChiKey: VSRBKBAVCDQAFL-UHFFFAOYSA-N

物化性质

• 沸点：
  478.6±45.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.45
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 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-acetyl-5-hydroxy-1,3-diphenyl-1H-pyrazole 在 硫酸 、 sodium hydride 、 溶剂黄146 作用下， 以 1,4-二氧六环 为溶剂， 反应 6.4h， 生成 1,3-Diphenyl-6-pyridin-3-ylpyrano[2,3-c]pyrazol-4-one
  参考文献：
  名称：

  吡喃并吡唑III合成1 H-吡喃并[2,3- c ]吡唑-4-酮†

  摘要：

  通过4种乙酰基5-羟基-吡唑与适当的酯的克莱森缩合，然后酸催化的闭环，来合成标题环系统的各种衍生物。

  DOI：

  10.1002/jhet.5570380129
• 作为产物：
  描述：

  乙酸酐 、 2,4-二氢-2,5-二苯基-3H-吡唑啉-3-酮 在 sodium acetate 作用下， 反应 1.0h， 以23%的产率得到4-acetyl-5-hydroxy-1,3-diphenyl-1H-pyrazole
  参考文献：
  名称：

  吡喃并吡唑III合成1 H-吡喃并[2,3- c ]吡唑-4-酮†

  摘要：

  通过4种乙酰基5-羟基-吡唑与适当的酯的克莱森缩合，然后酸催化的闭环，来合成标题环系统的各种衍生物。

  DOI：

  10.1002/jhet.5570380129

文献信息

• 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
• Hennig, Lothar; Mann, Gerhard, Zeitschrift fur Chemie, 1988, vol. 28, # 10, p. 364 - 365
  作者：Hennig, Lothar、Mann, Gerhard

  DOI：——

  日期：——
• Photoluminescence properties of new BF2 complexes with pyrazolone ligands: Dependence on volume and electronic effect of substituents
  作者：Hui-hui Zhang、Xiong Hu、Wei Dou、Wei-sheng Liu

  DOI：10.1016/j.jfluchem.2010.05.006

  日期：2010.8

  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.
• Square and Bicapped Trigonal Antiprismatic Thorium(IV) Tetrakis(1-Phenyl-3-Methyl-4-Acylpyrazol-5-Onoate) Complexes: Synthesis and Spectroscopic Studies
  作者：Bieluonwu A. Uzoukwu、Patricia U. Adiukwu

  DOI：10.1080/00945719708000206

  日期：1997.4

  Thorium tetrakis(1-phenyl-3-methyl-4-acylpyrazol-5-onoates) have been synthesised and characterized spectroscopically using UV, IR and C-13 NMR spectroscopy. IR spectral data showed a stereochemically differing CO-Th bonding system present in some of the complexes. The structures of some ol the Th(IV) complexes such as that of the 4-propionylpyrazolonate were shown to be square antiprisms and others such as that of the 4-acetylpyrazolonoate were bicapped trigonal antiprisms.