1-(2,2-dichlorotrifluoroethyl)-1H-imidazole | 909416-32-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(2,2-dichlorotrifluoroethyl)-1H-imidazole
• 英文别名: 1-(2,2-dichlorotrifluoroethyl)imidazole；1-(2,2-Dichloro-1,1,2-trifluoroethyl)imidazole
• CAS: 909416-32-6
• 化学式: C₅H₃Cl₂F₃N₂
• 分子量: 218.993
• InChiKey: XPNZFUFCKMFLRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2,2-dichlorotrifluoroethyl)-1H-imidazole 、 碘甲烷 以 乙腈 为溶剂， 反应 10.0h， 以93%的产率得到3-(2,2-dichlorotrifluoroethyl)-1-methyl-1H-imidazolium iodide
  参考文献：
  名称：

  N-(polyfluoroalkyl)imidazolium-2-carbodithioates

  摘要：

  Chemical properties of carbenes derived from 1-methyl-3-polyfluoroalkylimidazolium salts were studied. These unstable intermediate products reacted with carbon disulfide to give the corresponding imidazolium-2-carbodithioates which were subjected to methylation at the sulfur atom.

  DOI：

  10.1134/s1070428010060217
• 作为产物：
  描述：

  咪唑 、 1,1,2-三氯三氟乙烷（CFC-113） 在 四丁基碘化铵 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以62%的产率得到1-(2,2-dichlorotrifluoroethyl)-1H-imidazole
  参考文献：
  名称：

  唑 N-钠衍生物与 Freon-113 的相互作用：N-(2,2-二氯三氟乙基)唑的合成

  摘要：

  摘要 通过 N-钠盐与 Freon-113 的相互作用合成了唑类和二苯胺的 2,2-二氯三氟甲基衍生物。具有单环氮原子的杂环钠盐可与 Freon-113 反应而无需催化。具有二环或三环氮原子的杂环的钠盐在四丁基碘化铵作为催化剂存在下与氟利昂-113 反应。

  DOI：

  10.1080/00397910600634050

文献信息

• N-Polyfluoro(trimethylsilyl)ethyl azole derivatives
  作者：Kirill I. Petko、Sergey Y. Kot、Lev M. Yagupolskii

  DOI：10.1016/j.jfluchem.2008.01.008

  日期：2008.4

  A facile synthetic route to N-polyfluoro(trimethylsilyl)ethyl azole derivatives was developed starting from N-bromo(chloro)polyfluoroethyl-substituted azoles. The silanes thus obtained were reacted with various electrophiles in the presence of the fluoride ion to yield the corresponding fluorinated carbinols, ketones, carboxylic acids, and methyl dithiocarboxylates as well as N-pentafluoroethylbenzimidazole

  从N-溴（氯）多氟乙基取代的唑开始，开发了一种容易的合成路线，以合成N-多氟（三甲基甲硅烷基）乙基唑衍生物。如此获得的硅烷在氟离子存在下与各种亲电试剂反应，得到相应的氟化甲醇，酮，羧酸和二硫代羧酸甲酯以及N-五氟乙基苯并咪唑。
• N-(2-chloro-1,2-difluorovinyl) derivatives of azoles
  作者：K. I. Petko、S. Yu. Kot、L. M. Yagupol’skii

  DOI：10.1134/s1070428010040172

  日期：2010.4

  Reactions of N-(2,2-dichloro-1,1,2-trifluoroethyl)-substituted azoles with zinc, magnesium, butyllithium, and tris(diethylamino)phosphine were studied, and optimal conditions for the preparation of the corresponding N-(2-chloro-1,2-difluorovinyl) derivatives were found [tris(diethylamino)phosphine, chlorotrimethylsilane]. Some reactions of the obtained unsaturated fluorinated compounds with sulfur-centered

  研究了N-（2,2-二氯-1,1,2-三氟乙基）取代的唑类与锌，镁，丁基锂和三（二乙基氨基）膦的反应，并为制备相应的N-（发现2-氯-1,2-二氟乙烯基）衍生物[三（二乙氨基）膦，三甲基氯硅烷]。检查了获得的不饱和氟化物与以硫为中心的亲核试剂的一些反应。
• Interaction of the Azole N‐Sodium Derivatives with Freon‐113: Synthesis of N‐(2,2‐dichlorotrifluoroethyl)azoles
  作者：K. I. Petko、L. M. Yagupolskii

  DOI：10.1080/00397910600634050

  日期：2006.6

  derivatives of azoles and diphenylamine by the interaction of N‐sodium salts with Freon‐113 has been carried out. The sodium salts of heterocycles, having a one‐ring nitrogen atom, react with Freon‐113 without catalysis. The sodium salts of heterocycles, having two‐ or three‐ring nitrogen atoms, react with Freon‐113 in the presence of tetrabutylammonium iodide as a catalyst.

  摘要 通过 N-钠盐与 Freon-113 的相互作用合成了唑类和二苯胺的 2,2-二氯三氟甲基衍生物。具有单环氮原子的杂环钠盐可与 Freon-113 反应而无需催化。具有二环或三环氮原子的杂环的钠盐在四丁基碘化铵作为催化剂存在下与氟利昂-113 反应。
• N-(polyfluoroalkyl)imidazolium-2-carbodithioates
  作者：L. M. Yagupol’skii、Yu. P. Kokhanovskii、K. I. Petko

  DOI：10.1134/s1070428010060217

  日期：2010.6

  Chemical properties of carbenes derived from 1-methyl-3-polyfluoroalkylimidazolium salts were studied. These unstable intermediate products reacted with carbon disulfide to give the corresponding imidazolium-2-carbodithioates which were subjected to methylation at the sulfur atom.