| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5391521 | Chemical Physics Letters | 2007 | 5 Pages |
Previous studies of 1,4-hydroxycarbonyls derived from alkanes have suggested that they can cyclize to saturated furans, which can subsequently eliminate water to form the corresponding dihydrofurans. CBS-QB3 and G3 studies of 5-hydroxy-2-pentanone and 2-hydroxypentanal show that both steps have activation barriers far too large for these reactions to occur as homogenous gas phase reactions. Similar results were obtained in CBS-QB3 studies of the analogous process leading from 2- and 3-methyl-4-hydroxy-2-butenal (species posited to form in the degradation of isoprene) to 3-methylfuran. The latter two processes are much more favorable, thermodynamically, than the formation of dihydrofurans from the saturated 1,4-hydroxycarbonyls.
Graphical abstract1,4-Hydroxycarbonyls, formed in the atmospheric degradation of alkanes, have large barriers to cyclization and elimination of water.Download full-size image
