3,7-bis(heptafluoropropyl)-1,4a,5,8a-tetrahydrothiopyrano[4,3-c]thiopyran | 1246372-35-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫吡喃类
• 英文名称: 3,7-bis(heptafluoropropyl)-1,4a,5,8a-tetrahydrothiopyrano[4,3-c]thiopyran
• CAS: 1246372-35-9
• 化学式: C₁₄H₈F₁₄S₂
• 分子量: 506.327
• InChiKey: SKFCTHREHLGJFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.15
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  2,2,3,3,4,4,4-heptafluoro-1-piperidin-1-ylbutane-1-thione 、 烯丙基溴化镁 以 乙醚 为溶剂， 以35%的产率得到3,7-bis(heptafluoropropyl)-1,4a,5,8a-tetrahydrothiopyrano[4,3-c]thiopyran
  参考文献：
  名称：

  New fused dithiabicyclic compounds from the reaction of N,N-dialkyl perfluorothioamides with allylmagnesium halides

  摘要：

  Allylmagnesium reagents react with N,N-dialkylperfluorothioamide to give, at low temperature, an adduct stable enough to be trapped. At room temperature, this adduct can evolve by elimination of either a sulfide salt, leading to an iminium intermediate, and then an N,N-dialkyl-alpha,alpha-bis(allyl)-alpha-perfluoroalkylamine. This process is favoured if an excess of allyl magnesium is used. Alternatively, the adduct eliminates an aminyl moiety giving allyl(perfluoroalkyl)thioketone which is converted in situ into an unprecedented fused bis(perfluoroalkyl) bis(dihydrothiopyrane). A sequence deprotonation of the thioketone - oxidation of the resulting dienethiolate - dimerization of the dienethiyl radical is proposed to rationalize the formation of this unexpected bicyclic compound. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2010.06.008