CHEM 353 Quiz: N13-353-Enolates

42 views10 pages

Document Summary

Previous material: (cid:120) acidity of protons - to a carbonyl group (cid:120) nucleophilic addition to a carbonyl group. New material: (cid:120) enolization and its consequences (cid:120) the aldol reaction (cid:120) reactions of enolates with esters and alkylating reagents (cid:120) decarboxylation. The (cid:68)-carbon atom and its hydrogens: (cid:120) terminology - the reference atom is the carbonyl carbon - hydrogens take the same. Greek letter as the carbon to which they are attached. Enolization and enol content: (cid:120) percent enol is usually very small. Stabilized enols: (cid:120) there are examples where the enol form is more stable than the keto form. Give reasons why the enol may be favoured in the above examples. Some chemical and stereochemical consequences of enolization: (cid:120) hydrogen-deuterium exchange. D (cid:120) racemization of a chiral centre that is (cid:68)- to a carbonyl group the achiral enol is the.