2-isopropyl-5-p-chlorophenyltetrazole | 787525-53-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-isopropyl-5-p-chlorophenyltetrazole
• 英文别名: 5-(4-Chlorophenyl)-2-(1-methylethyl)-2H-tetrazole；5-(4-chlorophenyl)-2-propan-2-yltetrazole
• CAS: 787525-53-5
• 化学式: C₁₀H₁₁ClN₄
• 分子量: 222.677
• InChiKey: UCJHZTCAGXVJSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-(4-氯苯基)-1H-四唑 、 异丙醇 在 硫酸 作用下， 生成 2-isopropyl-5-p-chlorophenyltetrazole
  参考文献：
  名称：

  Reactions of Azolium cations. II [1]. Regioselective N2 alkylation of 5-aryltetrazoles with isopropyl alcohol in sulfuric acid media: Effect of electronic properties of aryl substituents on the reaction rate

  摘要：

  AbstractKinetics of regioselective N2 alkylation of a series of 5‐(R‐phenyl)tetrazoles with isopropyl alcohol has been studied in 88.2, 94.3, and 98.3% (w/w) sulfuric acid at 25°. The true rate constants were evaluated, logarithms of which were found to correlate with σ° constants of phenyl substituents as log k = −0.488 σ° − 0.417. Small value of Hammett constant ρ is evidence of a considerable isolation of the reaction center from the influence of the substituent at position C5 of the heteroring. This conclusion is confirmed by results of MNDO quantum chemical calculations of a series of 5‐substituted tetrazolium cations. A correlation between logarithms of the true rate constants and the calculated net effective charges on atoms N2(N3) for 5‐(R‐phenyl)tetrazolium cations has been revealed. © 1995 John Wiley & Sons, Inc.

  DOI：

  10.1002/kin.550270908