N-chloro-4-methylbenzene | 1598415-57-6

• 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: N-chloro-4-methylbenzene
• 英文别名: N-chloro-1-(4-methylphenyl)methanamine
• CAS: 1598415-57-6
• 化学式: C₈H₁₀ClN
• 分子量: 155.627
• InChiKey: SSJIGHWJJDVZRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-chloro-4-methylbenzene 在 叔丁基过氧化氢 作用下， 以 水 、 乙腈 为溶剂， 反应 48.0h， 以60%的产率得到N-(4-甲基苄基)-4-甲基苯甲酰胺
  参考文献：
  名称：

  Visible light-promoted self-coupling of N-chloramines at room temperature: A metal-free access to substituted amides

  摘要：

  An efficient protocol to synthesize substituted amides via self-coupling of N-chlorobenzylamines has been developed under visible light-promoted mild condition. Both the electron-deficient and electron-rich benzylamines undergo self-coupling very readily to produce the amide linkage under given reaction conditions.

  DOI：

  10.1080/00397911.2019.1678172
• 作为产物：
  描述：

  4-甲基苄胺 在 N-氯代丁二酰亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-chloro-4-methylbenzene
  参考文献：
  名称：

  Oxidovanadium(IV) sulfate catalyses light-driven C–N bond formation

  摘要：

  DOI：

  10.1016/j.mcat.2023.113054

文献信息

• Kinetic study of the formation of<i>N</i>-chloro compounds using<i>N</i>-chlorosuccinimide
  作者：Cristina Pastoriza、Juan Manuel Antelo、Juan Crugeiras、Angeles Peña-Gallego

  DOI：10.1002/poc.3278

  日期：2014.5

  Second‐order rate constants were determined for the chlorination reaction of 2,2,2‐trifluoethylamine and benzylamine with N‐chlorosuccinimide at 25 °C and an ionic strength of 0.5 M. These reactions were found to be of first order in both reagents. According to the experimental results, a mechanism reaction was proposed in which a chlorine atom is transferred between both nitrogenous compounds. Kinetics studies demonstrate that the hydrolysis process of the chlorinating agent does not interfere in the chlorination process, under the experimental conditions used in the present work. Free‐energy relationships were established using the results obtained in the present work and others available in the literature for chlorination reactions with N‐chlorosuccinimide, being the pKa range included between 5.7 and 11.22. Copyright © 2014 John Wiley & Sons, Ltd.
• US7595343B2
  申请人：——

  公开号：US7595343B2

  公开（公告）日：2009-09-29
• US7838520B2
  申请人：——

  公开号：US7838520B2

  公开（公告）日：2010-11-23
• US8088805B2
  申请人：——

  公开号：US8088805B2

  公开（公告）日：2012-01-03