4-[(8-Carboxy-2,2,6,6-tetramethyl-[1,3]dithiolo[4,5-f][1,3]benzodithiol-4-yl)-(2,2,6,6-tetramethyl-8-oxo-[1,3]dithiolo[4,5-f][1,3]benzodithiol-4-ylidene)methyl]-2,2,6,6-tetramethyl-[1,3]dithiolo[4,5-f][1,3]benzodithiole-8-carboxylic acid | 1144162-74-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-[(8-Carboxy-2,2,6,6-tetramethyl-[1,3]dithiolo[4,5-f][1,3]benzodithiol-4-yl)-(2,2,6,6-tetramethyl-8-oxo-[1,3]dithiolo[4,5-f][1,3]benzodithiol-4-ylidene)methyl]-2,2,6,6-tetramethyl-[1,3]dithiolo[4,5-f][1,3]benzodithiole-8-carboxylic acid
• 英文别名: 4-[(8-carboxy-2,2,6,6-tetramethyl-[1,3]dithiolo[4,5-f][1,3]benzodithiol-4-yl)-(2,2,6,6-tetramethyl-8-oxo-[1,3]dithiolo[4,5-f][1,3]benzodithiol-4-ylidene)methyl]-2,2,6,6-tetramethyl-[1,3]dithiolo[4,5-f][1,3]benzodithiole-8-carboxylic acid
• CAS: 1144162-74-2
• 化学式: C₃₉H₃₈O₅S₁₂
• 分子量: 971.52
• InChiKey: BLDLKLMOTUAQEX-UHFFFAOYSA-N

物化性质

• 密度：
  1.67±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  12.6
• 重原子数：
  56
• 可旋转键数：
  4
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  395
• 氢给体数：
  2
• 氢受体数：
  17

反应信息

• 作为产物：
  描述：

  在 盐酸 作用下， 以 水 为溶剂， 生成 4-[(8-Carboxy-2,2,6,6-tetramethyl-[1,3]dithiolo[4,5-f][1,3]benzodithiol-4-yl)-(2,2,6,6-tetramethyl-8-oxo-[1,3]dithiolo[4,5-f][1,3]benzodithiol-4-ylidene)methyl]-2,2,6,6-tetramethyl-[1,3]dithiolo[4,5-f][1,3]benzodithiole-8-carboxylic acid
  参考文献：
  名称：

  Oxidation of tris-(p-carboxyltetrathiaaryl)methyl radical EPR probes: evidence for their oxidative decarboxylation and molecular origin of their specific ability to react with O2˙−

  摘要：

  三(对羧基十四烷基芳基)甲基自由基 EPR 探针被超氧化物和烷基过氧自由基高效氧化，并选择性地形成醌-甲烷化产物；这应该可以解释之前报道的使用这些 EPR 探针对 O2Ëâ 进行特异性测量的原因。

  DOI：

  10.1039/b819259f

文献信息

• Preparation of Diversely Substituted Triarylmethyl Radicals by the Quenching of Tris(2,3,5,6-tetrathiaaryl)methyl Cations with C-, N-, P-, and S-Nucleophiles
  作者：Victor M. Tormyshev、Olga Yu. Rogozhnikova、Michael K. Bowman、Dmitry V. Trukhin、Tatiana I. Troitskaya、Vladimir G. Vasiliev、Leonid A. Shundrin、Howard J. Halpern

  DOI：10.1002/ejoc.201301161

  日期：2014.1

  C-, N-, P-, and S-nucleophiles reacted with symmetrical tris(2,3,5,6-tetrathiaaryl)methyl cations, generated from the corresponding triarylmethanols by strong acids, to give a variety of asymmetrical monosubstituted persistent triaryl-methyl (TAM) radicals as the major products. The only byproducts were symmetrical TAMs.

  C-、N-、P-和S-亲核试剂与对称的三(2,3,5,6-四硫芳基)甲基阳离子（由相应的三芳基甲醇通过强酸生成）反应，得到各种不对称单取代的持久三芳基-甲基（TAM）自由基为主要产品。唯一的副产物是对称的 TAM。
• Generation of Trityl Radicals by Nucleophilic Quenching of Tris(2,3,5,6-tetrathiaaryl)methyl Cations and Practical and Convenient Large-Scale Synthesis of Persistent Tris(4-carboxy-2,3,5,6-tetrathiaaryl)methyl Radical
  作者：Olga Yu. Rogozhnikova、Vladimir G. Vasiliev、Tatiana I. Troitskaya、Dmitry V. Trukhin、Tatiana V. Mikhalina、Howard J. Halpern、Victor M. Tormyshev

  DOI：10.1002/ejoc.201300176

  日期：2013.6

  Tris(2,3,5,6-tetrathiaaryl)methyl cations, which were generated from the corresponding triarylmethanols in the presence of strong acids, underwent reaction with nucleophiles to give trityl radicals, as the product of a one-electron reduction of the carbocation. Depending on the nature of the nucleophile, the only byproducts were either diamagnetic quinone methides or asymmetrical monosubstituted trityl

  三(2,3,5,6-四硫芳基)甲基阳离子是由相应的三芳基甲醇在强酸存在下产生的，与亲核试剂反应生成三苯甲基自由基，作为碳阳离子单电子还原的产物。根据亲核试剂的性质，唯一的副产物是抗磁性醌甲基化物或不对称单取代三苯甲基自由基。在此，我们报告了芬兰三苯甲基的大规模合成方案，该方案具有总产率高和重现性好的优点。
• Oxidation of tris-(p-carboxyltetrathiaaryl)methyl radical EPR probes: evidence for their oxidative decarboxylation and molecular origin of their specific ability to react with O2˙−
  作者：Christophe Decroos、Yun Li、Gildas Bertho、Yves Frapart、Daniel Mansuy、Jean-Luc Boucher

  DOI：10.1039/b819259f

  日期：——

  Tris-(p-carboxyltetrathiaaryl)methyl radical EPR probes are very efficiently oxidized by superoxide and alkylperoxyl radicals with selective formation of quinone-methide products; this should explain the previously reported specific measurement of O2˙− using these EPR probes.

  三(对羧基十四烷基芳基)甲基自由基 EPR 探针被超氧化物和烷基过氧自由基高效氧化，并选择性地形成醌-甲烷化产物；这应该可以解释之前报道的使用这些 EPR 探针对 O2Ëâ 进行特异性测量的原因。