N-tert-butoxycarbonyl-5-iodo-2-methylaniline | 1361344-08-2

• 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-tert-butoxycarbonyl-5-iodo-2-methylaniline
• 英文别名: tert-Butyl (5-iodo-2-methylphenyl)carbamate；tert-butyl N-(5-iodo-2-methylphenyl)carbamate
• CAS: 1361344-08-2
• 化学式: C₁₂H₁₆INO₂
• 分子量: 333.169
• InChiKey: YEFPVVOPFDIABE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-tert-butoxycarbonyl-5-iodo-2-methylaniline 在 2,2'-联吡啶 、 sodium tetrahydroborate 、 copper(l) iodide 、 亚硝酸钠-15N 、 potassium tert-butylate 、 溶剂黄146 作用下， 以 四氢呋喃 、 异丙醇 、 甲苯 为溶剂， 反应 37.0h， 生成 3,7-diamino-5-(4-methoxyphenyl)-2,8-dimethylphenazin-5-ium-10-15N
  参考文献：
  名称：

  Manipulating reduction potentials in an artificial safranin cofactor

  摘要：

  Safranines hold great promise as artificial flavin-like electron transfer cofactors with tunable properties. We report the design and chemical synthesis of the p-methoxy derivative of safranine 0 using a new synthetic route based on the Ulmann condensation. Spectroelectrochemical comparison of the purified parent safranine and this derivative demonstrates that the modification increases its two-electron reduction potential by 125 mV, or 5.75 kcal/mol. This modification also causes redshifts in the absorbance and fluorescence spectra of the cofactor, suggesting that it may find future utility in arrayed sensor applications. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.12.028
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 5-碘-2-甲基苯胺 以 四氢呋喃 为溶剂， 反应 2.0h， 以85.3%的产率得到N-tert-butoxycarbonyl-5-iodo-2-methylaniline
  参考文献：
  名称：

  Manipulating reduction potentials in an artificial safranin cofactor

  摘要：

  Safranines hold great promise as artificial flavin-like electron transfer cofactors with tunable properties. We report the design and chemical synthesis of the p-methoxy derivative of safranine 0 using a new synthetic route based on the Ulmann condensation. Spectroelectrochemical comparison of the purified parent safranine and this derivative demonstrates that the modification increases its two-electron reduction potential by 125 mV, or 5.75 kcal/mol. This modification also causes redshifts in the absorbance and fluorescence spectra of the cofactor, suggesting that it may find future utility in arrayed sensor applications. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.12.028

文献信息

• MOLECULARLY TUNABLE HETEROGENEOUS CATALYSTS BY EDGE FUNCTIONALIZATION OF GRAPHITIC CARBONS
  申请人：Massachusetts Institute of Technology

  公开号：US20170047592A1

  公开（公告）日：2017-02-16

  Disclosed are surface immobilized (electro)catalysts that may be prepared by a condensation reaction that generates an aromatic unit that is robust to acid and base and elevated temperatures. Among their many desirable characteristics, the catalysts are far less prone to the bimolecular deactivation pathways commonly observed for homogeneous catalysts, and may be used in solvents with a range of polarities and dielectric strengths. The catalysts are suitable for a wide array of thermal catalytic reactions (polymerization, oxidation, hydrogenation, cross-coupling etc.) and as anodes and/or cathodes in fuel cells, electrolyzers, and in batteries and supercapacitors.