(b)All the aldonic acids and their lactones obtained on oxidation of the aldohexoses are opticallyactive. The presence of a carboxyl group at one end of the carbon chain and a CH2OH at theother precludes the existence of meso forms.(c)Nitric acid oxidation of aldoses converts them to aldaric acids. The same D-aldoses found toyield optically inactive alditols in part (a) yield optically inactive aldaric acids.(d)Aldoses that differ in confguration only at C-2 enolize to the same enediol.The stereogenic center at C-2 in the D-aldose becomes sp2-hybridized in the enediol.The other pairs of D-aldohexoses that form the same enediols areD-Glucose and D-mannoseD-Gulose and D-idoseD-Galactose and D-talose25.20(a)To unravel a pyranose form, locate the anomeric carbon and mentally convert the hemiacetal
This is the end of the preview. Sign up
access the rest of the document.
This note was uploaded on 10/03/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.