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Quiz%203%20practice%20questions

Quiz%203%20practice%20questions -...

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Problems for Homecoming weekend in the form of a quiz questions 1. The compound below undergoes decarboxylation. The intermediate – enol(s) – can’t 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
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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 
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