3-acetyl-2,6-diphenyl-4-methylthiopyran | 92760-85-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻烷
• 英文名称: 3-acetyl-2,6-diphenyl-4-methylthiopyran
• 英文别名: 3-acetyl-2,6-diphenyl-4-methyl-tetrahydrothiopyran-4-ol；4-hydroxy-4-methyl-2,6-diphenyl-5-acetyl-thiane；1-(4-Hydroxy-4-methyl-2,6-diphenylthian-3-yl)ethanone
• CAS: 92760-85-5
• 化学式: C₂₀H₂₂O₂S
• 分子量: 326.459
• InChiKey: SGKXKAJYNFOHAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  62.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苄叉丙酮 在 双十烷基二甲基溴化铵 sodium sulfide 作用下， 以 甲苯 为溶剂， 反应 2.5h， 以26%的产率得到3-acetyl-2,6-diphenyl-4-methylthiopyran
  参考文献：
  名称：

  Phase-transfer-catalyzed reactions between polysulfide anions and .alpha.,.beta.-unsaturated carbonyl compounds

  摘要：

  Ammonium polysulfide reacts with alpha,beta-unsaturated ketones and aldehydes under PTC (phase transfer catalysis) conditions in a rather different manner than it does in homogeneous systems. 1,3-Diphenyl-2-propen-1-one (chalcone, 1) and 4-phenyl-3-buten-2-one (benzylideneacetone, 3) give sulfur-linked dimers (mainly disulfides). 3-Phenyl-2-propen-1-al (cinnamaldehyde) polymerizes. 1,5-Diphenyl-1,4-pentadien-3-one (dibenzylideneacetone, 7) gives the known six-membered ring thianones and new seven-membered ring 1,2-dithiepanones 9 along with a polymer. Carvone gives a disulfide dimer that converts to a mixture of bicyclic sulfur-containing compounds. Sodium polysulfide is much less effective because of the base-induced decomposition of either the products or the intermediates. Sodium sulfide reacts in the same manner as it does in homogenous systems.

  DOI：

  10.1021/jo00074a043

文献信息

• Stabilisatoren für farbphotographische Aufzeichnungsmaterialien
  申请人：CIBA-GEIGY AG

  公开号：EP0310552A1

  公开（公告）日：1989-04-05

  Tetrahydrothiopyranverbindung der Formel I, worin R¹, R², R³, R⁴, R⁵, R⁶, X und n die in Anspruch 1 angegebenen Bedeutungen haben, sind wirksame Stabilisatoren für Farbstoffe und Farbstoffkuppler in photographischen Schichten. Sie schützen insbesondere gegen Schädigung durch Licht. Vorzugsweise verwendet man sie in Kombi­nation mit einem phenolischen Antioxidans.

  一种式 I 的四氢噻喃化合物、 其中 R¹、R²、R³、R⁴、R⁵、R⁶、X 和 n 具有权利要求 1 中给出的含义，是照相层中染料和染料耦合剂的有效稳定剂。特别是，它们可以防止光造成的损害。它们最好与酚类抗氧化剂结合使用。
• Variable reaction pathways for the action of polysulfide on Michael acceptors
  作者：Robert T. LaLonde、Robert A. Florence、Benjamin A. Horenstein、Richard C. Fritz、Linda Silveira、Jon Clardy、Bala S. Krishnan

  DOI：10.1021/jo00201a017

  日期：1985.1
• US4933271A
  申请人：——

  公开号：US4933271A

  公开（公告）日：1990-06-12
• US5149828A
  申请人：——

  公开号：US5149828A

  公开（公告）日：1992-09-22
• Phase-transfer-catalyzed reactions between polysulfide anions and .alpha.,.beta.-unsaturated carbonyl compounds
  作者：Eitan B. Krein、Zeev Aizenshtat

  DOI：10.1021/jo00074a043

  日期：1993.10

  Ammonium polysulfide reacts with alpha,beta-unsaturated ketones and aldehydes under PTC (phase transfer catalysis) conditions in a rather different manner than it does in homogeneous systems. 1,3-Diphenyl-2-propen-1-one (chalcone, 1) and 4-phenyl-3-buten-2-one (benzylideneacetone, 3) give sulfur-linked dimers (mainly disulfides). 3-Phenyl-2-propen-1-al (cinnamaldehyde) polymerizes. 1,5-Diphenyl-1,4-pentadien-3-one (dibenzylideneacetone, 7) gives the known six-membered ring thianones and new seven-membered ring 1,2-dithiepanones 9 along with a polymer. Carvone gives a disulfide dimer that converts to a mixture of bicyclic sulfur-containing compounds. Sodium polysulfide is much less effective because of the base-induced decomposition of either the products or the intermediates. Sodium sulfide reacts in the same manner as it does in homogenous systems.