N-(4-methylbenzyl)-N'-(4-methylphenyl)urea

• 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: N-(4-methylbenzyl)-N'-(4-methylphenyl)urea
• 英文别名: 1-(4-methylphenyl)-3-[(4-methylphenyl)methyl]urea
• 化学式: C₁₆H₁₈N₂O
• mdl: MFCD07076623
• 分子量: 254.332
• InChiKey: QFBJINKDUNYXER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  p-nitrophenyl N-p-tolylcarbamate 、 4-甲基苄胺 以 乙腈 为溶剂， 生成 N-(4-methylbenzyl)-N'-(4-methylphenyl)urea
  参考文献：
  名称：

  Kinetics and mechanism of the aminolysis ofp-nitrophenylN-phenylcarbamates

  摘要：

  Kinetic studies of the reactions of p-nitrophenyl N-phenylcarbamates with benzylamines were carried out in acetonitrile at 25.0 degrees C. Second-order (k(2)) and third-order (k(3)) rate constants were observed for all the Y-substituted carbamates except for Y=m-Cl. The relatively large magnitude of rho(X) (for X-substituted benzylamines) and rho(Y) together with a positive cross-interaction constant rho(XY) supports a stepwise mechanism involving rate-limiting breakdown of the zwitterionic tetrahedral intermediate T+/-. Kinetic isotope effect studies with deuterated benzylamine (XC6H4CH2ND2) indicate that in the base-catalyzed path, k(3), rate-limiting deprotonation occurs at the amino group of benzylamine within the T+/- intermediate. The low Delta H-not equal and Delta S-not equal values for the k(3) process are in accord with the proposed mechanism. (C) 1997 John Wiley & Sons, Ltd.

  DOI：

  10.1002/(sici)1099-1395(199710)10:10<725::aid-poc943>3.0.co;2-x