In this video I'll continue teaching you about carbohydrate chemistry by showing you how to classify simple sugars and how to distinguish between D and L sugars. I'll also teach you what happens when sugars are reacted with sodium borohydride (NaBH4), bromine (Br2), and nitric acid (HNO3). I'll teach you further about the Fischer-Kiliani synthesis, the Wohl degradation (with mechanisms). --Dr. Mike Christiansen from Utah State University.
For a good article showing the mechanism of bromine oxidation, see the last page of this link:
http://www.google.com/url?sa=t&rct=j&q=&esrc=s&source=web&cd=1&ved=0CDMQFjAA&url=http%3A%2F%2Fwww.nrcresearchpress.com%2Fdoi%2Fpdf%2F10.1139%2Fv71-104&ei=KeJ3UaiqFYPHiwKir4GIDw&usg=AFQjCNF8XaIhGlLoDe25EeQGRia6k7WzVA&sig2=pnbCHwEeN5DcJI5j6Js7Ug&bvm=bv.45580626,d.cGE