Abstract
1 H- and 13C{1H}-NMR indicate that the liquid formed at room temperature from 1 mole of 1-methylimidazole and 2 moles of anhydrous HBr contains the 3-methylimidazolium cation (Hmim+) and an equilibrium anionic mixture of Br−, HBr2−, and H2Br3−. This liquid cleaves ethers efficiently, producing the corresponding bromides and alcohols from cyclic and straight-chain dialkyl ethers and phenols and alkyl bromides from aryl alkyl ethers. During the course of the reaction, the single anion proton signal moves several ppm downfield as the [HBr2]/[H2Br3−] ratio increases. The nitrogenic proton of Hmim+ is unaffected, confirming that it is not labile and nor is it involved in the reaction, in accord with the large proton affinity of 1-methylimidazole.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
