627-08-7Relevant articles and documents
The continuous acid-catalyzed dehydration of alcohols in supercritical fluids: A new approach to the cleaner synthesis of acetals, ketals, and ethers with high selectivity
Gray, William K.,Smail, Fiona R.,Hitzler, Martin G.,Ross, Stephen K.,Poliakoff, Martyn
, p. 10711 - 10718 (2007/10/03)
We report a new continuous method for forming ethers, acetals and ketals using solid acid catalysts, DELOXAN ASP or AMBERLYST 15, and supercritical fluid solvents. In the case of ether formation, we observe a high selectivity for linear alkyl ethers with little rearrangement to give branched ethers. Such rearrangement is common in conventional syntheses. Our approach is effective for a range of n-alcohols up to n-octanol and also for the secondary alcohol 2-propanol. In the reaction of phenol with an alkylating agent, the continuous reaction can be tuned to give preferential O- or C- alkylation with up to 49% O-alkylation with supercritical propene. We also investigate the synthesis of a range of cyclic ethers and show an improved method for the synthesis of THF from 1,4-butandiol under very mild conditions.
Chemical Conversions using Sheet Silicates: Novel Intermolecular Dehydrations of Alcohols to Ethers and Polymers
Ballantine, James A.,Davies, Mary,Purnell, Howard,Rayanakorn, Mongkon,Thomas, John M.,Williams, Kevin J.
, p. 427 - 428 (2007/10/02)
Aliphatic primary alcohols, when intercalated in certain ion-exchanged montmorillonites, react preferentially via an intermolecular nucleophilic displacement of water to give high yields of di-(alk-1-yl) ethers, rather than the competitive intramolecular dehydration to alkenes; an essentially similar process yields polymeric material, poly(phenylenemethylene), from benzyl alcohol, but aliphatic secondary and tertiary alcohols, in contrast, yield alkenes almost exclusively.