methyl 4-(N,N-dimethylamino)phenyl selenide | 53120-61-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: methyl 4-(N,N-dimethylamino)phenyl selenide
• 英文别名: 4-dimethylamino-selenoanisol；p-Methylselenid-N.N-dimethylanilin；p-Dimethylamino-selenoanisol；p-Dimethylaminoselenoanisol；Benzenamine, N,N-dimethyl-4-(methylseleno)-；N,N-dimethyl-4-methylselanylaniline
• CAS: 53120-61-9
• 化学式: C₉H₁₃NSe
• 分子量: 214.169
• InChiKey: SSXLNCVSPHLRQA-UHFFFAOYSA-N

物化性质

• 沸点：
  88-90 °C(Press: 15 Torr)

计算性质

• 辛醇/水分配系数(LogP)：
  1.13
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  二苯基二硒醚 、 methyl 4-(N,N-dimethylamino)phenyl selenide 在 sodium tetrahydroborate 作用下， 以 环丁砜 为溶剂， 生成 甲基苯基硒醚 、 4-Dimethylamino-benzeneselenol anion
  参考文献：
  名称：

  Methyl transfers. 13. Transfers between aryl selenide anions. An unusual transition-state charge distribution

  摘要：

  DOI：

  10.1021/ja00241a036
• 作为产物：
  描述：

  二甲基二硒醚 、 N,N-二甲基苯胺 在 ammonium persulfate 作用下， 生成 methyl 4-(N,N-dimethylamino)phenyl selenide
  参考文献：
  名称：

  Preparation and Interconversion of Phenylselenenylated and Alkylselenenylated Aromatic Compounds

  摘要：

  Phenylselenenyl and alkylselenenyl sulfates were found to efficiently and mildly introduce one or several phenylselenenyl or alkylselenenyl groups into activated aromatic or heteroaromatic compounds. When treated with methylselenenyl sulfate, veratrole and 2,2',3,3'-tetramethoxybiphenyl afforded 2,3,7,8-tetramethoxyselenanthrene and 2,3,7,8-tetramethoxy-dibenzoselenophene, respectively, via oxidative demethylation at selenium/cyclization. Phenyl-selenenylated thiophenes were selectively hydrodeselenenated at the 2- and/or 5-positions by treatment with the appropriate amount of n-butyllithium at -78 degrees C followed by hydrolysis.

  DOI：

  10.3987/com-95-7377

文献信息

• A general procedure for the synthesis of methylthio-, methylseleno- and methyltelluro-substituted aromatic compounds
  作者：Lars Engman、Jonas S.E. Hellberg

  DOI：10.1016/0022-328x(85)80366-1

  日期：1985.12

  A one-pot procedure is described which allows the facile introduction of one or two methylchalcogeno groups into a variety of monobromo or dibromo aromatics. The bromo compounds were converted to their corresponding lithio derivatives by treatment with t-butyllithium in tetrahydrofuran at −78°C, and these derivatives were then treated, at ambient temperature with elemental sulfur, selenium, or tellurium

  描述了一种一锅法，其允许容易地将一个或两个甲基硫属元素基引入各种单溴或二溴芳族化合物中。通过在-78℃下在四氢呋喃中用叔丁基锂处理，将溴代化合物转化为其相应的硫代衍生物，然后在环境温度下用元素硫，硒或碲处理这些衍生物。最后，将所得的硫醇锂，硒酸锂和碲酸锂用甲基碘甲基化，以得到各种甲基硫属元素取代的芳族化合物的良好收率（通常为50-80％）。该方法不能用于合成邻二取代化合物或同时引入三个甲基硫属元素基。
• ENGMAN, L.;HELLBERG, J. S. E., J. ORGANOMET. CHEM., 1985, 296, N 3, 357-366
  作者：ENGMAN, L.、HELLBERG, J. S. E.

  DOI：——

  日期：——
• Preparation and Interconversion of Phenylselenenylated and Alkylselenenylated Aromatic Compounds
  作者：Lars Engman、Per Eriksson

  DOI：10.3987/com-95-7377

  日期：——

  Phenylselenenyl and alkylselenenyl sulfates were found to efficiently and mildly introduce one or several phenylselenenyl or alkylselenenyl groups into activated aromatic or heteroaromatic compounds. When treated with methylselenenyl sulfate, veratrole and 2,2',3,3'-tetramethoxybiphenyl afforded 2,3,7,8-tetramethoxyselenanthrene and 2,3,7,8-tetramethoxy-dibenzoselenophene, respectively, via oxidative demethylation at selenium/cyclization. Phenyl-selenenylated thiophenes were selectively hydrodeselenenated at the 2- and/or 5-positions by treatment with the appropriate amount of n-butyllithium at -78 degrees C followed by hydrolysis.
• Methyl transfers. 13. Transfers between aryl selenide anions. An unusual transition-state charge distribution
  作者：Edward S. Lewis、Taher I. Yousaf、Thomas A. Douglas

  DOI：10.1021/ja00241a036

  日期：1987.4

表征谱图