2-(4-Morpholinyldithio)-1,3-diphenyl-1,3-propanedione | 72087-94-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2-(4-Morpholinyldithio)-1,3-diphenyl-1,3-propanedione
• 英文别名: 2-morpholin-4-yldisulfanyl-1,3-diphenyl-propane-1,3-dione；2-[(Morpholin-4-yl)disulfanyl]-1,3-diphenylpropane-1,3-dione；2-(morpholin-4-yldisulfanyl)-1,3-diphenylpropane-1,3-dione
• CAS: 72087-94-6
• 化学式: C₁₉H₁₉NO₃S₂
• 分子量: 373.497
• InChiKey: SEIXQYCSRZAUBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  97.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  dibenzoylchlormethansulfenylchlorid 生成 2-(4-Morpholinyldithio)-1,3-diphenyl-1,3-propanedione
  参考文献：
  名称：

  Senning,A., Angewandte Chemie, 1979, vol. 91, p. 1006 - 1007

  摘要：

  DOI：

文献信息

• Franek, Walter, Phosphorus, Sulfur and Silicon and the Related Elements, 1994, vol. 96, # 1-4, p. 381 - 382
  作者：Franek, Walter

  DOI：——

  日期：——
• SENNING A., ANGEW. CHEM., 1979, 91, NO 12, 1006
  作者：SENNING A.

  DOI：——

  日期：——
• SENNING, A.;HANSEN, H. C.;ABDEL-MEGEED, MOHAMED, F.;MAZURKIEWICZ, W.;JENS+, TETRAHEDRON, 1986, 42, N 2, 739-746
  作者：SENNING, A.、HANSEN, H. C.、ABDEL-MEGEED, MOHAMED, F.、MAZURKIEWICZ, W.、JENS+

  DOI：——

  日期：——
• Senning,A., Angewandte Chemie, 1979, vol. 91, p. 1006 - 1007
  作者：Senning,A.

  DOI：——

  日期：——
• Dithiirane or thiosulfine intermediates in the reaction of acetyl diaroylchloromethyl disulfides with secondary amines?
  作者：W. Franek

  DOI：10.1007/bf00807030

  日期：——

  Since 1979, Senning's acetyl dibenzoylchloromethyl disulfide has been known as one of the first thiosulfine/dithiirane precursors. Its reactions with an excess of morpholine fulfill three advantageous conditions at once: thiosulfine or dithiirane species are intercepted by intermolecular additions, without heating, and without rearrangements. In the present work, reactions between a series of new acetyl diaroylchloromethyl disulfides ((4-X-C6H4-CO)(2)-CCl-SSCOCH3; X = F, Cl, Br, CH3, and CH3O) and an excess of morpholine are studied. As dominating products, 2-(4-morpholinyldithio)-1,3-diaryl-1,3-propanediones are obtained. The reactions are complete within several seconds. In order to obtain high yields of interception products, the mixtures have to be worked up within a few minutes. From the observation of high reaction rates at room temperature, a new reaction mechanism is deduced that involves the initial formation of dithiirane species (alone or before thiosulfine species).