3-bromo-4-(pentafluorosulfanyl)-sulfolan | 1022981-00-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫杂环戊烷
• 英文名称: 3-bromo-4-(pentafluorosulfanyl)-sulfolan
• CAS: 1022981-00-5
• 化学式: C₄H₆BrF₅O₂S₂
• 分子量: 325.118
• InChiKey: KNWDSCUZAFRZBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.85
• 重原子数：
  14.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-bromo-4-(pentafluorosulfanyl)-sulfolan 在 silver(I) acetate 作用下， 以 乙腈 为溶剂， 反应 3.5h， 以35%的产率得到3-(pentafluorosulfanyl)-3-sulfolene
  参考文献：
  名称：

  Synthesis and reactions of 2-SF5-butadiene

  摘要：

  A stable and storable precursor of 2-SF5-butadiene, 3-SF5-3-sulfolene, has been synthesized and its reactivity studied with several olefinic compounds. When SF5Br is added to sulfolene, 3-bromo-4-SF5-sulfolane is formed and when reacted further with silver tosylate forms 4-SF5-2sulfolene. The 4-SF5-2-sulfolene undergoes rearrangement with silicic acid to give 3-SF5-3-sulfolene and when heated forms 2-SF5-butadiene; in the absence of a dienophile, dimerization does occur. The new 2-SF5-butadiene is a reactive diene undergoing a Diels-Alder reaction with olefinic sytems such as maleic anhydride, p-naphthoquinone, and methyl acrylate.(c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2007.03.008
• 作为产物：
  描述：

  3-环丁烯砜 在 pentafluorosulfanyl bromide 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以67%的产率得到3-bromo-4-(pentafluorosulfanyl)-sulfolan
  参考文献：
  名称：

  Synthesis and reactions of 2-SF5-butadiene

  摘要：

  A stable and storable precursor of 2-SF5-butadiene, 3-SF5-3-sulfolene, has been synthesized and its reactivity studied with several olefinic compounds. When SF5Br is added to sulfolene, 3-bromo-4-SF5-sulfolane is formed and when reacted further with silver tosylate forms 4-SF5-2sulfolene. The 4-SF5-2-sulfolene undergoes rearrangement with silicic acid to give 3-SF5-3-sulfolene and when heated forms 2-SF5-butadiene; in the absence of a dienophile, dimerization does occur. The new 2-SF5-butadiene is a reactive diene undergoing a Diels-Alder reaction with olefinic sytems such as maleic anhydride, p-naphthoquinone, and methyl acrylate.(c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2007.03.008