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Unformatted text preview: Problems for Homecoming weekend in the form of a quiz questions 1. The compound below undergoes decarboxylation. The intermediate enol(s) cant be isolated, instead it tautomerizes into the corresponding carbonyl compound(s) under acidic conditions in this case. Write the structure of the enol and the final product and mechanism for decarboxylation and acid catalyzed tautomerization . O enol HOOC O COOH Write product(s) of the following reactions: a. CH 2 COOH H 3 CO + 2 MeLi followed by workup b. O O O + HO- c. N CH 2 NH 2 + Cl COOH d. O COOH + LiAlH 4 excess workup Draw step by step mechanism for the following acid catalyzed reaction. Write product(s) and show arrows for all the broken and formed bonds. Keep track of your charges and do not lose any atoms. O OH + MeOH H + Compounds on the left have more acidic proton than the ones on the right. For each pair, circle the proton that Compounds on the left have more acidic proton than the ones on the right....
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This note was uploaded on 10/11/2010 for the course CHM 2211 taught by Professor Castalleano during the Spring '06 term at University of Florida.
- Spring '06
- Organic chemistry