Hi! I would like to ask a few organic chem questions. Preparing for final exam tomorrow :O Any help appreciated?
Secondly, I'd like to ask a question regarding Swern oxidation. Why is the methyl group of the DMSO deprotonated and not directly the red hydrogen atom of the R2-CH-O Bond deprotonated? Shouldnt it be that Oxygen more electronegative ( stronger -I effect) than sulfur and shouldnt that make that corresponding hydrogen atom more acidic? Or is it perhaps that sulfur has a positive charge and therefore acts as a stronger Electrophile that attracts the electrons from Carbon and therefore its Hydrogen groups are more acidic? https://i.stack.imgur.com/nIzuO.png
Lastly for the Collins vs Jones Oxidation, the only discernible differences are the solvent: H2SO4 vs DCM, and that the Collins oxidation makes use of a pyridin chlorochromate, does this complex dampen the oxidative effect of Chromium? So much so that the Collins oxidation can not directly oxidise a alcohol to a carboxylic acid? Whereas Jones reagent with H2sO4 and CrO3 can?