5-(2-苄基苯基)-3-甲基-1H-吡唑 | 1021429-86-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-(2-苄基苯基)-3-甲基-1H-吡唑
• 英文名称: 3-(2-benzylphenyl)-5-methyl-1H-pyrazole
• CAS: 1021429-86-6
• 化学式: C₁₇H₁₆N₂
• 分子量: 248.327
• InChiKey: BOFBIHMVXXKKQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-<2-(phenylmethyl)benzoyl>-1,3-butanedione 在 肼 作用下， 以 乙醇 为溶剂， 反应 16.0h， 以53%的产率得到5-(2-苄基苯基)-3-甲基-1H-吡唑
  参考文献：
  名称：

  A molecular balance to measure the strength of N–H⋯π hydrogen bonds based on the tautomeric equilibria of C-benzylphenyl substituted NH-pyrazoles

  摘要：

  A theoretical (B3LYP/6-31G**) study of 30 pyrazoles, most of them existing in two tautomeric forms, has been carried out. 3(5)-(2-Benzyl phenyl)-5 (3)methyl-1H-pyrazole (11) and 3 (5)-(2-benzylbenzylphenyl)-5(3)-phenyl-1H-pyrazole (20) were synthesized from 2-benzoylacetophenone, and their annular tautomeric equilibrium determined. The substituent effects were statistically analyzed and discussed with the help of Hammett substituent constants. In the case of the 5-(2-benzylphenyl) groups, the strength of the N-H center dot center dot center dot pi hydrogen bond depends on the electronic effect of the substituent at position 3. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.02.026

文献信息

• A molecular balance to measure the strength of N–H⋯π hydrogen bonds based on the tautomeric equilibria of C-benzylphenyl substituted NH-pyrazoles
  作者：Pilar Cornago、Rosa M. Claramunt、Latifa Bouissane、José Elguero

  DOI：10.1016/j.tet.2008.02.026

  日期：2008.4

  A theoretical (B3LYP/6-31G**) study of 30 pyrazoles, most of them existing in two tautomeric forms, has been carried out. 3(5)-(2-Benzyl phenyl)-5 (3)methyl-1H-pyrazole (11) and 3 (5)-(2-benzylbenzylphenyl)-5(3)-phenyl-1H-pyrazole (20) were synthesized from 2-benzoylacetophenone, and their annular tautomeric equilibrium determined. The substituent effects were statistically analyzed and discussed with the help of Hammett substituent constants. In the case of the 5-(2-benzylphenyl) groups, the strength of the N-H center dot center dot center dot pi hydrogen bond depends on the electronic effect of the substituent at position 3. (c) 2008 Elsevier Ltd. All rights reserved.