2-(1-cyanoethyl)thiolonium chloride | 1257872-58-4

• 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-(1-cyanoethyl)thiolonium chloride
• 英文别名: 2-((1-Methyl-1H-imidazol-2-yl)thio)propanenitrile hydrochloride；2-(1-methylimidazol-2-yl)sulfanylpropanenitrile;hydrochloride
• CAS: 1257872-58-4
• 化学式: C₇H₁₀N₃S*Cl
• 分子量: 203.696
• InChiKey: HLRRZDBGVPICGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.15
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 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-(1-cyanoethyl)thiolonium chloride 、 bis(trifluoromethane)sulfonimide lithium 以 水 为溶剂， 反应 15.0h， 以95%的产率得到bis(trifluoromethylsulfonyl)azanide;2-[(3-methyl-1H-imidazol-3-ium-2-yl)sulfanyl]propanenitrile
  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：

  2-氯丙腈 、 甲巯咪唑 反应 72.0h， 以89%的产率得到2-(1-cyanoethyl)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

• Synthesis, Physical Properties, Structural, and Electrochemical Characterization of Methimidazolium and Imidazolium-based Tetracyanoquinodimethane Anion Radical Salts
  作者：Lisandra L. Martin、Amal I. Siriwardana、Jinzhen Lu、Xiaohu Qu、Chuan Zhao、Alan M. Bond

  DOI：10.1071/ch11044

  日期：——

  methimazolium and two imidazolium-based salts derived from combination with the tetracyanoquinodimethane (TCNQ) radical anion have been synthesized (1–4). The 1:1 (cation:anion) stoichiometry of the chemically synthesized materials is fully supported by steady-state voltammetric measurements at a microdisc electrode in acetonitrile. The methimazolium TCNQ salts (1 and 2), which contain an acidic proton

  两个methimazolium和两个咪唑基盐从与甲烷（TCNQ）自由基阴离子已被合成（组合导出1 - 4）。化学合成材料的1：1（阳离子：阴离子）化学计量完全由乙腈中的微盘电极上的稳态伏安法测量来支持。甲草胺TCNQ盐（1和2）在阳离子上含有酸性质子，其质子化步骤与TCNQ 1- / 2-电荷转移过程相关。在TCNQ修饰电极固-固转化也导致的电化学合成1 - 4，但也表明其他阳离子：阴离子化学计量是可及的。电化学合成样品的原子力显微镜显示出棒状形态。化学和电化学制备的盐的电导率测量值在半导体范围内。扫描电化学显微镜方法曲线数据支持了这些固体的实质电导率。这些材料的广泛的理化特性完全符合1-乙腈-3-甲基咪唑四氰基喹二甲烷[AMim + ] [TCNQ 1– ]，4的X射线晶体结构。