2-tert-butyl-6-<(2'-iodo-1,1'-biphenyl-2-yl)azo>-4-methylphenol | 147297-82-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 2-tert-butyl-6-<(2'-iodo-1,1'-biphenyl-2-yl)azo>-4-methylphenol
• 英文别名: 2-Tert-butyl-6-[[2-(2-iodophenyl)phenyl]diazenyl]-4-methylphenol；2-tert-butyl-6-[[2-(2-iodophenyl)phenyl]diazenyl]-4-methylphenol
• CAS: 147297-82-3
• 化学式: C₂₃H₂₃IN₂O
• 分子量: 470.353
• InChiKey: KVXAORNBVNMUPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  45
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-tert-butyl-6-<(2'-iodo-1,1'-biphenyl-2-yl)azo>-4-methylphenol 在 偶氮二异丁腈 、 过氧化二碳酸二异丙酯 、 tri-n-butyl hydride 、 sodium ethanolate 作用下， 以 苯 为溶剂， 反应 1.25h， 生成 N-(9H-carbazol-9-yl)-N-(3-tert-butyl-2-hydroxy-5-methylphenyl)acetamide
  参考文献：
  名称：

  Novel rearrangement of N-(9H-carbazol-9-yl)arylaminyl radicals

  摘要：

  The title radicals were generated from 2-(arylazo)-2'-iodobiphenyls using the tin hydride method. When the aryl substituent has an acetyloxy or a benzoyloxy group in the ortho position, besides reduction of the hydrazyl radical, a migration of the acetyl or benzoyl from oxygen to nitrogen atom took place. The mechanism of the rearrangement is discussed, and evidences supporting a radical pathway are reported, including EPR characterization of the intermediates.

  DOI：

  10.1021/jo00061a013
• 作为产物：
  描述：

  叔-丁基对甲酚 、 2-氨基-2’-碘联苯 在 sodium hydroxide 作用下， 生成 2-tert-butyl-6-<(2'-iodo-1,1'-biphenyl-2-yl)azo>-4-methylphenol
  参考文献：
  名称：

  Novel rearrangement of N-(9H-carbazol-9-yl)arylaminyl radicals

  摘要：

  The title radicals were generated from 2-(arylazo)-2'-iodobiphenyls using the tin hydride method. When the aryl substituent has an acetyloxy or a benzoyloxy group in the ortho position, besides reduction of the hydrazyl radical, a migration of the acetyl or benzoyl from oxygen to nitrogen atom took place. The mechanism of the rearrangement is discussed, and evidences supporting a radical pathway are reported, including EPR characterization of the intermediates.

  DOI：

  10.1021/jo00061a013

文献信息

• Novel rearrangement of N-(9H-carbazol-9-yl)arylaminyl radicals
  作者：Rino Leardini、Marco Lucarini、Alessandro Nanni、Daniele Nanni、Gian Franco Pedulli、Antonio Tundo、Giuseppe Zanardi

  DOI：10.1021/jo00061a013

  日期：1993.4

  The title radicals were generated from 2-(arylazo)-2'-iodobiphenyls using the tin hydride method. When the aryl substituent has an acetyloxy or a benzoyloxy group in the ortho position, besides reduction of the hydrazyl radical, a migration of the acetyl or benzoyl from oxygen to nitrogen atom took place. The mechanism of the rearrangement is discussed, and evidences supporting a radical pathway are reported, including EPR characterization of the intermediates.