1,3-bis(3-sulfopropyl)-1H-imidazol-3-ium trifluoromethanesulfonate | 1186397-41-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 1,3-bis(3-sulfopropyl)-1H-imidazol-3-ium trifluoromethanesulfonate
• 英文别名: 3-[3-(3-Sulfopropyl)imidazol-3-ium-1-yl]propane-1-sulfonic acid;trifluoromethanesulfonate
• CAS: 1186397-41-0
• 化学式: CF₃O₃S*C₉H₁₇N₂O₆S₂
• 分子量: 462.446
• InChiKey: IXXUKYCFTKAQPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.62
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  200
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  三氟甲磺酸 、 sodium 3,3'-(1H-imidazol-3-ium-1,3-diyl)dipropane-1-sulfonate 以 水 为溶剂， 反应 12.0h， 以72%的产率得到1,3-bis(3-sulfopropyl)-1H-imidazol-3-ium trifluoromethanesulfonate
  参考文献：
  名称：

  Preparation of a novel silica gel-adsorbed Brønsted acid catalyst for the solvent-free esterification of bromoacetic acid with benzyl alcohol

  摘要：

  A new bifunctional Bronsted acid catalyst that contains two sulfo groups was prepared. The adsorption of this new bifunctional Bronsted acid catalyst on silica gel made it possible to be reused 10 times without a loss of catalytic activity in the solvent-free esterification of bromoacetic acid with an equiv. of benzyl alcohol without the formation of dibenzyl ether. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2012.11.004
• 作为试剂：
  描述：

  苯肼,盐酸盐 、 3-戊酮 在 1,3-bis(3-sulfopropyl)-1H-imidazol-3-ium trifluoromethanesulfonate 作用下， 以 水 为溶剂， 反应 0.25h， 以91%的产率得到2-乙基-3-甲基-1H-吲哚
  参考文献：
  名称：

  新型SO 3 H-官能化离子液体催化微波辐射下水中费希尔吲哚合成的简单，绿色和高效过程

  摘要：

  新型SO 3 H官能化离子液体已成功地用作微波辐射下和在水介质中一锅费休吲哚合成的催化剂。在微波辐射下，使用单羰基酮/醛或环己二酮与盐酸肼肼制备的各种类型的吲哚，在水中的产率为86-96％。吲哚产物可通过过滤方便地从反应混合物中分离出来，并且[（HSO 3 -p）2 im] [CF 3 SO 3 ] / H 2 O的催化体系可直接重复使用而无需任何处理。整个过程简单，省时且环保。

  DOI：

  10.1016/j.jfluchem.2012.09.010

文献信息

• Bis-sulfonic Acid Ionic Liquids for the Conversion of Fructose to 5-Hydroxymethyl-2-furfural
  作者：Sang Sim、Sunjeong Kwon、Sangho Koo

  DOI：10.3390/molecules171112804

  日期：——

  Homogenous bis-sulfonic acid ionic liquids (1 mol equiv.) in DMSO (10 mol equiv.) at 100 °C efficiently mediated the conversion of D-fructose into 5-hydroxymethyl-2-furfural in 75% isolated yield, which was roughly a 10% increment compared to the case of the mono-sulfonic acid ionic liquids.

  100 °C下，DMSO（10摩尔当量）中的均质双磺酸离子液体（1摩尔当量）有效地介导了D-果糖向5-羟甲基-2-糠醛的转化，分离产率为75%，与单磺酸离子液体相比，约提高了10%。
• Preparation of a novel silica gel-adsorbed Brønsted acid catalyst for the solvent-free esterification of bromoacetic acid with benzyl alcohol
  作者：Kazumasa Funabiki、Takuya Komeda、Yuta Sakaida、Yasuhiro Kubota、Masaki Matsui

  DOI：10.1016/j.molcata.2012.11.004

  日期：2013.2

  A new bifunctional Bronsted acid catalyst that contains two sulfo groups was prepared. The adsorption of this new bifunctional Bronsted acid catalyst on silica gel made it possible to be reused 10 times without a loss of catalytic activity in the solvent-free esterification of bromoacetic acid with an equiv. of benzyl alcohol without the formation of dibenzyl ether. (C) 2012 Elsevier B.V. All rights reserved.
• Novel SO3H-functionalized ionic liquids catalyzed a simple, green and efficient procedure for Fischer indole synthesis in water under microwave irradiation
  作者：Bai Lin Li、Dan-Qian Xu、Ai Guo Zhong

  DOI：10.1016/j.jfluchem.2012.09.010

  日期：2012.12

  ionic liquids were successfully applied as catalysts for one-pot Fischer indole synthesis under microwave irradiation and in a water medium. Various types of indoles were prepared using single-carbonyl ketones/aldehydes or cyclohexandiones with aryhydrazine hydrochlorides in 86–96% yields in water under microwave irradiation. The indole products could be conveniently separated from the reaction mixture

  新型SO 3 H官能化离子液体已成功地用作微波辐射下和在水介质中一锅费休吲哚合成的催化剂。在微波辐射下，使用单羰基酮/醛或环己二酮与盐酸肼肼制备的各种类型的吲哚，在水中的产率为86-96％。吲哚产物可通过过滤方便地从反应混合物中分离出来，并且[（HSO 3 -p）2 im] [CF 3 SO 3 ] / H 2 O的催化体系可直接重复使用而无需任何处理。整个过程简单，省时且环保。