{3,5-(dimethylpyrazol-1-yl)-4-ethoxy-1-carbonyl}benzene | 416889-94-6

• 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: {3,5-(dimethylpyrazol-1-yl)-4-ethoxy-1-carbonyl}benzene
• 英文别名: 1-(4-ethoxybenzoyl)-3,5-dimethyl-1H-pyrazole；(3,5-dimethylpyrazol-1-yl)-(4-ethoxyphenyl)methanone
• CAS: 416889-94-6
• 化学式: C₁₄H₁₆N₂O₂
• mdl: MFCD00980869
• 分子量: 244.293
• InChiKey: BOHPFTHAEPYMCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  {3,5-(dimethylpyrazol-1-yl)-4-ethoxy-1-carbonyl}benzene 、 以 二氯甲烷 为溶剂， 反应 24.0h， 以63%的产率得到
  参考文献：
  名称：

  (Pyrazol-1-yl)carbonyl palladium complexes as catalysts for ethylene polymerization reaction

  摘要：

  Reactions of two equivalents of {3,5-(dimethylpyrazol-1-yl)-4-methoxy-1-carbonyl}benzene (L1), {3,5-(dimethylpyrazol-1-yl)-4-ethoxy-1-carbonyl}benzene (L2), {3,5-(dimethylpyrazol-1-yl)-4-hexyloxy-1-carbonyl}benzene (L3), and {3,5-(dimethylpyrazol-1-yl)-4-dodecycloxy-1-carbonyl}benzene (L4) with one equivalent of [Pd(NCMe)(2)Cl-2] produced the corresponding monometallic complexes, [Pd(L1)(2)Cl-2) (1), [Pd(L2)(2)Cl-2) (2), [Pd(L3)(2)Cl-2) (3) and [Pd(L4)(2)Cl-2) (4) in good yields. Solid state structures of 2 and 4 confirmed the monodentate character of L1-L4 and trans configuration of the palladium complexes. Activation of 1-4, and the furanyl and thiophenyl carbonyl pyrazolyl palladium complexes: [Pd((Me)pzCOfn)(2)Cl-2] (5), [Pd((Me)pzCOth)(2)Cl-2] (6), [Pd((tBu)pzCOfn)(2)Cl-2] (7) and [Pd((tBu)pzCOfn)(2)Cl-2] (8) (fn = furan, th = thiophene) with MAO produced catalysts for the polymerization of ethylene with moderate activities; forming linear high density polyethylene. The structure of the complexes had a significant effect on both the activity of the catalysts and nature of the polymers obtained. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.10.036
• 作为产物：
  描述：

  3,5-二甲基吡唑 、 4-乙氧基苯甲酰氯 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以86%的产率得到{3,5-(dimethylpyrazol-1-yl)-4-ethoxy-1-carbonyl}benzene
  参考文献：
  名称：

  (Pyrazol-1-yl)carbonyl palladium complexes as catalysts for ethylene polymerization reaction

  摘要：

  Reactions of two equivalents of {3,5-(dimethylpyrazol-1-yl)-4-methoxy-1-carbonyl}benzene (L1), {3,5-(dimethylpyrazol-1-yl)-4-ethoxy-1-carbonyl}benzene (L2), {3,5-(dimethylpyrazol-1-yl)-4-hexyloxy-1-carbonyl}benzene (L3), and {3,5-(dimethylpyrazol-1-yl)-4-dodecycloxy-1-carbonyl}benzene (L4) with one equivalent of [Pd(NCMe)(2)Cl-2] produced the corresponding monometallic complexes, [Pd(L1)(2)Cl-2) (1), [Pd(L2)(2)Cl-2) (2), [Pd(L3)(2)Cl-2) (3) and [Pd(L4)(2)Cl-2) (4) in good yields. Solid state structures of 2 and 4 confirmed the monodentate character of L1-L4 and trans configuration of the palladium complexes. Activation of 1-4, and the furanyl and thiophenyl carbonyl pyrazolyl palladium complexes: [Pd((Me)pzCOfn)(2)Cl-2] (5), [Pd((Me)pzCOth)(2)Cl-2] (6), [Pd((tBu)pzCOfn)(2)Cl-2] (7) and [Pd((tBu)pzCOfn)(2)Cl-2] (8) (fn = furan, th = thiophene) with MAO produced catalysts for the polymerization of ethylene with moderate activities; forming linear high density polyethylene. The structure of the complexes had a significant effect on both the activity of the catalysts and nature of the polymers obtained. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.10.036

文献信息

• Iodonium salts as efficient iodine(<scp>iii</scp>)-based noncovalent organocatalysts for Knorr-type reactions
  作者：Sevilya N. Yunusova、Alexander S. Novikov、Natalia S. Soldatova、Mikhail A. Vovk、Dmitrii S. Bolotin

  DOI：10.1039/d0ra09640g

  日期：——

  Hypervalent iodine(III)-derivatives display higher catalytic activity than other aliphatic and aromatic iodine(I)– or bromine(I)-containing substrates for a Knorr-type reaction of N-acetyl hydrazides with acetyl acetone to give N-acyl pyrazoles. The highest activity was observed for dibenziodolium triflate, for which 10 mol% resulted in the generation of N-acyl pyrazole from acyl hydrazide and acetyl

  对于N-乙酰酰肼与乙酰丙酮的克诺尔型反应生成N-酰基吡唑，高价碘 ( III ) 衍生物比其他脂肪族和芳香族含碘 () 或溴 () 的底物表现出更高的催化活性。三氟甲磺酸二苯并碘鎓的活性最高，10 mol% 会导致酰肼和乙酰丙酮在 50 °C 下反应 3.5-6 小时，生成N-酰基吡唑，分离收率高达 99%。 1 H NMR滴定数据和DFT计算表明碘( III )的催化活性是由与酮的结合引起的。