1-benzoyl-3-phenyl-5-(trifluoromethyl)-4,5-dihydro-1H-pyrazol-5-ol | 5660-33-3

• 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: 1-benzoyl-3-phenyl-5-(trifluoromethyl)-4,5-dihydro-1H-pyrazol-5-ol
• 英文别名: 1-benzoyl-3-phenyl-5-trifluoromethyl-4,5-dihydro-1H-pyrazol-5-ol；[5-hydroxy-3-phenyl-5-(trifluoromethyl)-4H-pyrazol-1-yl]-phenylmethanone
• CAS: 5660-33-3
• 化学式: C₁₇H₁₃F₃N₂O₂
• 分子量: 334.298
• InChiKey: GCIZXSKDPAABMM-UHFFFAOYSA-N

物化性质

• 溶解度：
  2.6 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  52.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-benzoyl-3-phenyl-5-(trifluoromethyl)-4,5-dihydro-1H-pyrazol-5-ol 、 nickel(II) acetate tetrahydrate 、 三苯基膦 以 甲醇 为溶剂， 反应 24.0h， 以21%的产率得到
  参考文献：
  名称：

  Exploring the reactivity of nickel complexes in hydrodecyanation reactions

  摘要：

  In the present study, the nickel-catalyzed hydrodecyanation of organic cyanides with lithium borohydride as a cheap hydride source has been examined in detail. As precatalysts straightforward nickel complexes modified by tridentate O,N,O'-ligands and triphenylphosphane as co-ligand have been applied. Noteworthy, excellent yields and chemoselectivities were feasible for a variety of organic cyanides at low catalyst loadings and low temperature (70 degrees C) within short reaction time (3 h). (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2013.07.068
• 作为产物：
  描述：

  苯甲酰三氟丙酮 、 苯甲酰肼 以 乙醇 为溶剂， 反应 504.0h， 以29%的产率得到1-benzoyl-3-phenyl-5-(trifluoromethyl)-4,5-dihydro-1H-pyrazol-5-ol
  参考文献：
  名称：

  Exploring the reactivity of nickel complexes in hydrodecyanation reactions

  摘要：

  In the present study, the nickel-catalyzed hydrodecyanation of organic cyanides with lithium borohydride as a cheap hydride source has been examined in detail. As precatalysts straightforward nickel complexes modified by tridentate O,N,O'-ligands and triphenylphosphane as co-ligand have been applied. Noteworthy, excellent yields and chemoselectivities were feasible for a variety of organic cyanides at low catalyst loadings and low temperature (70 degrees C) within short reaction time (3 h). (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2013.07.068

文献信息

• Reaction of aroyl- and hetaroyltrifluoroacetones with acylhydrazines: Regioselectivity and tautomerism of the condensation products
  作者：V. V. Pakal’nis、I. V. Zerova、S. I. Yakimovich

  DOI：10.1134/s107036320710012x

  日期：2007.10

  Acylhydrazines react with 1,3-diketones of the general formula CF3COCH2COR (where R is an aryl or hetaryl group) at both carbonyl groups. The reaction at the trifluoroacetyl group is favored by donor substituents in the aromatic ring of the 1,3-diketone or by the 2-furyl and, especially, 2-thienyl group as a hetaryl substituent, as well as by elevated temperature. The condensation products at the carbonyl group contiguous to the aryl or hetaryl ring have the structure of 5-hydroxy-4,5-dihydropyrazoles and do not undergo tautomeric transformations in solution. The condensation products at the trifluoroacetyl group have either 5-hydroxy-4,5-dihydropyrazole or hydrazone structure and give rise to ring-chain tautomeric equilibrium in solution. Electron-withdrawing substituents in the aromatic ring of the 1,3- dicarbonyl fragment and CDCl3 as solvent favor formation of the cyclic tautomer. The state of the tautomeric equilibrium is weakly sensitive to structural variations in the hydrazine component.
• Avezov, K. G.; Yakimovich, S. I.; Umarov, B. B., Russian Journal of Coordination Chemistry, 2011, vol. 37, p. 275 - 280
  作者：Avezov, K. G.、Yakimovich, S. I.、Umarov, B. B.、Pakal'nis, V. V.、Aleksandrov, G. G.、et al.

  DOI：——

  日期：——
• Honeybee Repellents and Uses Thereof
  申请人：Inscent, Inc.

  公开号：US20140329674A1

  公开（公告）日：2014-11-06

  The present specification discloses honeybee repellents exhibiting repellent properties similar to 2-heptanone, compositions comprising such repellents, uses to repel a honeybee from a mammal, location, plant, structure treated of such repellents, and methods of treating a mammal, location, plant, structure by applying such repellents.
• US9357781B2
  申请人：——

  公开号：US9357781B2

  公开（公告）日：2016-06-07
• US9796676B2
  申请人：——

  公开号：US9796676B2

  公开（公告）日：2017-10-24