2-(cyanomethyl)thiolonium chloride | 1257872-57-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(cyanomethyl)thiolonium chloride
• 英文别名: 2-[(3-methyl-1H-imidazol-3-ium-2-yl)sulfanyl]acetonitrile;chloride
• CAS: 1257872-57-3
• 化学式: C₆H₈N₃S*Cl
• 分子量: 189.669
• InChiKey: SPOPUDTWWVFKLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.54
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  68.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(cyanomethyl)thiolonium chloride 、 bis(trifluoromethane)sulfonimide lithium 以 水 为溶剂， 反应 15.0h， 以92%的产率得到bis(trifluoromethylsulfonyl)azanide;2-[(3-methyl-1H-imidazol-3-ium-2-yl)sulfanyl]acetonitrile
  参考文献：
  名称：

  Nitrile Functionalized Methimazole-Based Ionic Liquids

  摘要：

  The alkylation reaction of 2-mercapto-1-methylimidazole 1b with 2-chloroacetonitrile and 2-chloropropionitrile produced S-alkyl methimazole chlorides 2a and 2b which were subjected to anion metathesis with lithium bis(trifluoromethanesulfonyl)amide, LiNTf2, to afford nitrile functionalized methimazole-based room temperature ionic liquids 3a and 3b in 94% and 89% yields, respectively. Ionic liquids 3a and 3b have reasonably wide electrochemical windows. The efficient extraction of Ag+ from aqueous media into 3a and 3b is also reported.

  DOI：

  10.1021/jo101449q
• 作为产物：
  描述：

  氯乙腈 、 甲巯咪唑 反应 72.0h， 以94%的产率得到2-(cyanomethyl)thiolonium chloride
  参考文献：
  名称：

  Nitrile Functionalized Methimazole-Based Ionic Liquids

  摘要：

  The alkylation reaction of 2-mercapto-1-methylimidazole 1b with 2-chloroacetonitrile and 2-chloropropionitrile produced S-alkyl methimazole chlorides 2a and 2b which were subjected to anion metathesis with lithium bis(trifluoromethanesulfonyl)amide, LiNTf2, to afford nitrile functionalized methimazole-based room temperature ionic liquids 3a and 3b in 94% and 89% yields, respectively. Ionic liquids 3a and 3b have reasonably wide electrochemical windows. The efficient extraction of Ag+ from aqueous media into 3a and 3b is also reported.

  DOI：

  10.1021/jo101449q

文献信息

• Nitrile Functionalized Methimazole-Based Ionic Liquids
  作者：Amal I. Siriwardana、Angel A. J. Torriero、Juan M. Reyna-González、Iko M. Burgar、Noel F. Dunlop、Alan M. Bond、Glen B. Deacon、Douglas R. MacFarlane

  DOI：10.1021/jo101449q

  日期：2010.12.17

  The alkylation reaction of 2-mercapto-1-methylimidazole 1b with 2-chloroacetonitrile and 2-chloropropionitrile produced S-alkyl methimazole chlorides 2a and 2b which were subjected to anion metathesis with lithium bis(trifluoromethanesulfonyl)amide, LiNTf2, to afford nitrile functionalized methimazole-based room temperature ionic liquids 3a and 3b in 94% and 89% yields, respectively. Ionic liquids 3a and 3b have reasonably wide electrochemical windows. The efficient extraction of Ag+ from aqueous media into 3a and 3b is also reported.