1-phenyl-3-methyl-4-(2-thenoyl)-pyrazole-5-one | 29665-05-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-phenyl-3-methyl-4-(2-thenoyl)-pyrazole-5-one
• 英文别名: 1-phenyl-3-methyl-4-thienylcarbonylpyrazol-5-one；5-methyl-2-phenyl-4-(2-thenoyl)-2,4-dihydro-3H-pyrazol-3-one；1-phenyl-3-methyl-4-thienoylpyrazol-5-one；5-methyl-2-phenyl-4-(thiophene-2-carbonyl)-1,2-dihydro-pyrazol-3-one；5-Methyl-2-phenyl-4-(thiophene-2-carbonyl)-2,4-dihydro-3H-pyrazol-3-one；5-methyl-2-phenyl-4-(thiophene-2-carbonyl)-4H-pyrazol-3-one
• CAS: 29665-05-2
• 化学式: C₁₅H₁₂N₂O₂S
• 分子量: 284.338
• InChiKey: LAYMGEUJAMHXCZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  78
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  氢化铈 (CeH3) 、 1-phenyl-3-methyl-4-(2-thenoyl)-pyrazole-5-one 以 水 为溶剂， 生成 cerium(III) 5-methyl-2-phenyl-4-(2-thenoyl)-2,4-dihydro-3H-pyrazol-2-one complex
  参考文献：
  名称：

  Efimov, I. P.; Voronets, L. S.; Peshkova, V. M., Moscow University Chemistry Bulletin, 1970, vol. 25, # 4, p. 83 - 84

  摘要：

  DOI：
• 作为产物：
  描述：

  2-噻吩甲酰氯 、 依达拉奉 以 1,4-二氧六环 为溶剂， 生成 1-phenyl-3-methyl-4-(2-thenoyl)-pyrazole-5-one
  参考文献：
  名称：

  具有酰基吡唑啉酮和含磷配体的混合配体镧系元素络合物

  摘要：

  用量子化学方法对乙酰丙酮镧与各种含磷农药，有毒气体及其水解产物的反应进行了建模。在大多数情况下，有机磷化合物取代水的焓为负。在使用乙酸乙酯（二乙氧基磷酰基）乙酸乙酯作为模型化合物的溶液中研究复合物。合成了具有酰基吡唑啉酮和乙酸乙酯（二乙氧基磷酰基）的混合配体镧系元素络合物。确定for络合物的晶体结构。

  DOI：

  10.1134/s1070328413030020

文献信息

• The reactivity of new (1,5-cyclooctadiene)rhodium acylpyrazolonates towards N- and P-donor ligands: X-ray structures of [Rh(1,5-COD)Qs], [Rh(1,5-COD)(phen)]Qs·0.5H2O (HQs=1-phenyl-3-methyl-4-(2-thenoyl)-pyrazol-5-one) and [Rh(1,5-COD)Br]2
  作者：Claudio Pettinari、Fabio Marchetti、Augusto Cingolani、Gianluca Bianchini、Andrei Drozdov、Vyacheslav Vertlib、Sergei Troyanov

  DOI：10.1016/s0022-328x(02)01122-1

  日期：2002.5

  Complexes [Rh(1,5-COD)(Q)] have been prepared by the reaction between [Rh(1,5-COD)Cl](2) (1,5-COD = 1,5-cyclooetadiene) and HQ (where HQ = 1-phenyl-3-methyl-4-R-pyrazol-5-one: R = 2-thenoyl (HQ(s)), 2-furanoyl (HQ(o)) or tert-butylacetyl (HQ(T)). [Rh(1,5-COD)(Q)] react with N-2-donor ligands such as 1,10-phenanthroline (phen) or 2,2-bipyridyl (bipy) yielding ionic compounds [Rh(1,5-COD)(N-2-donor)]Q. The substitutional lability of 1,5-COD in [Rh(1,5-COD)(Q)] versus mono- and di-organophosphine ligands was also investigated. In all cases 1,5-COD has been displaced. Reaction with two equivalents of PPh3 gave, upon oxidation of the Rh(l) centre, [Rh(PPh3)1(01)(Q)l species containing a eta(2)-peroxo-group. Reaction of [Rh(1,5-COD)(Q)] with the chelating P-2-donor 1,2-bis(diphenylphosphino)ethane (dppe) or 4,4'-bis(diphenylphosphino)ferrocene (dppf) yields the peroxo Rh(III) compounds [Rh(dppe)(2)O-2]Q(T) and [Rh(dppf)O-2(Q(T))] or Rh(I) species [Rh(dppf-O-2)(Q(T))] containing the diphosphine in the oxidised form. Finally the reaction between [Rh(1,5-COD)(Q)] and allylbromide yields the well-known [Rh(1,5-COD)Br](2). All complexes have been characterised by analytical and spectral data (IR, H-1 and P-31 ((1)HJ-NMR spectra). The crystal structures of [Rh(1,5-COD)(Q(5))], [Rh(1,5-COD)(phen)]Q(5) and [Rh(1,5-COD)Br](2), all containing a Rh(l) atom in a square coordinate environment, are also reported. (C) 2002 Elsevier Science B.V. All rights reserved.
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sc: MVol.D2, 8.2.8, page 285 - 285
  作者：

  DOI：——

  日期：——
• Copper(I) monophosphine complexes with functionalized acylpyrazolonate ligands: Syntheses of heterobimetallic Cu–Zn and Cu–Ru adducts
  作者：Augusto Cingolani、Fabio Marchetti、Claudio Pettinari、Riccardo Pettinari、Brian W. Skelton、Neil Somers、Allan H. White

  DOI：10.1016/j.poly.2005.07.020

  日期：2006.1

  Copper(I) acylpyrazolonate derivatives of formula [Cu(Q)(PPh3)(2)] (HQ = HQ(C2F5) = 1-phenyl-3-methyl4-pentafluoropropanoyl-pyrazol-5-one, HQ(CF3,CF3) = 1-(4-trifluoromethyl)phenyl-3-methyl-4-trifluoroacetylpyrazol-5-one, HQ(naph) = 1-phenyl-3-methyl-4-(1-naphthoyl)pyrazol-5-one, HQ(fur) = 1-phenyl-3-methyl-4-furylpyrazol-5-one, HQ(thi) = 1-phenyl-3-methyl-4-thienoylpyrazol-5-one, HQ(CF3,py) = 1-(2-pyridyl)-3-methyl-4-trifluoromethylpyrazol-5-one) have been synthesized and characterized, both in the solid state and in solution. The isomorphous crystal structures of [Cu(Q(fur))(PPh3)(2)] and [Cu(Q(thi))(PPh3)(2)] and of [CU(Q(C2F5))(PPh3)(2)] show their copper atoms in distorted tetrahedral environments. Apart from the derivative [Cu(Q(naph))(PPh3)(2)] they are fluxional in chloroform solution, dissociating partially to the [Cu(Q)(PR3)] fragment and free PR3, or existing in solution as [Cu(O-2-Q)(PR3)(2)] or [Cu(O-Q)(PR3)(2)] species, with CuO2P2 or CuOP2, metal environments, in equilibrium with each other. By contrast, in [Cu(Q(CF3,py))(PPh3)(2)] the Q(CF3.py) ligand is coordinated to copper through the nitrogen atoms of the pyrazole and pyridine rings. The latter compound reacts with Zn(BF4)(2)center dot xH(2)O and [Ru(p-cymene)Cl-2](2) affording ionic heterobimetallic adducts. (c) 2005 Elsevier Ltd. All rights reserved.
• Efimov, I. P.; Voronets, L. S.; Peshkova, V. M., Moscow University Chemistry Bulletin, 1970, vol. 25, # 4, p. 83 - 84
  作者：Efimov, I. P.、Voronets, L. S.、Peshkova, V. M.

  DOI：——

  日期：——
• Mixed-ligand lanthanide complexes with acylpyrazolones and phosphorus-containing ligands
  作者：Yu. A. Belousov、A. A. Drozdov、P. P. Verteletskii、A. A. Prishchenko、L. I. Livantsova、O. P. Novikova

  DOI：10.1134/s1070328413030020

  日期：2013.3

  phosphorus-containing pesticides, toxic gases, and products of their hydrolysis are modeled by quantum-chemical methods. In the most cases, the enthalpy of substitution for water by organophosphorus compounds is negative. The complexes are studied in solutions using ethyl (diethoxyphosphoryl) acetate as a model compound. The mixed-ligand lanthanide complexes with acylpyrazolones and ethyl (diethoxyphosphoryl)

  用量子化学方法对乙酰丙酮镧与各种含磷农药，有毒气体及其水解产物的反应进行了建模。在大多数情况下，有机磷化合物取代水的焓为负。在使用乙酸乙酯（二乙氧基磷酰基）乙酸乙酯作为模型化合物的溶液中研究复合物。合成了具有酰基吡唑啉酮和乙酸乙酯（二乙氧基磷酰基）的混合配体镧系元素络合物。确定for络合物的晶体结构。