4-(4-methylphenyl)-5-morpholin-4-yl-3H-1,2-dithiol-3-one | 92961-38-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-(4-methylphenyl)-5-morpholin-4-yl-3H-1,2-dithiol-3-one
• 英文别名: 5-Morpholino-4-p-tolyl-1,2-dithia-cyclopenten-on-(3)；5-morpholin-4-yl-4-p-tolyl-[1,2]dithiol-3-one；4-(4-Methylphenyl)-5-(morpholin-4-yl)-3H-1,2-dithiol-3-one；4-(4-methylphenyl)-5-morpholin-4-yldithiol-3-one
• CAS: 92961-38-1
• 化学式: C₁₄H₁₅NO₂S₂
• 分子量: 293.411
• InChiKey: GBMARNOFUAQGKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  80.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(4-methylphenyl)-5-morpholin-4-yl-3H-1,2-dithiol-3-one 在 tetraphosphorus decasulfide 作用下， 以 xylene 为溶剂， 反应 0.25h， 以55%的产率得到4-(4-methylphenyl)-5-(morpholin-4-yl)-3H-1,2-dithiole-3-thione
  参考文献：
  名称：

  The 3-Thioxo-1,2-Dithiol-4-yl Group: A Versatile One Endowed Also With a –R Electronic Effect

  摘要：

  The pK(a) values in an aqueous solution of some 4-aminodithiolethiones, 4-aminodithiolones, 5-phenyl-4-hydroxydithiolethione, and 5-phenyl-4-hydroxydithiolone were determined by UV-VIS spectrophotometry at 298 K. These compounds exhibited unexpectedly very low pKa values in the range of 0-2 for amino derivatives and in the range of 7 for hydroxy derivatives. Electronic structure calculations by ab initio and DFT methods together with an X-ray measurement indicated that these results may be attributed to a markedly negative p charge on the carbon 5 together with a positive p charge on the basic substituent of the carbon 4. As a result, the dithiole nucleus exerts in this case a strong R effect. Although they were very low, pKa values of 4-aminodithiolethiones remained still higher than those found with 5-aminodithiolethiones, which were also determined in this work for comparison. The latter were not unexpectedly in the range -3 < pH < -2.

  DOI：

  10.1080/10426500600616860
• 作为产物：
  描述：

  吗啉 、 4-p-Tolyl-5-chlor-1,2-dithia-cyclopentenon-(3) 生成 4-(4-methylphenyl)-5-morpholin-4-yl-3H-1,2-dithiol-3-one
  参考文献：
  名称：

  Boberg,F.; Marei,A., Justus Liebigs Annalen der Chemie, 1963, vol. 666, p. 88 - 91

  摘要：

  DOI：

文献信息

• Boberg,F.; Schardt,R., Justus Liebigs Annalen der Chemie, 1969, vol. 728, p. 44 - 48
  作者：Boberg,F.、Schardt,R.

  DOI：——

  日期：——
• Boberg,F.; Schardt,R., Justus Liebigs Annalen der Chemie, 1970, vol. 734, p. 173 - 179
  作者：Boberg,F.、Schardt,R.

  DOI：——

  日期：——