8487-Q-03B-KEY - Friday, January 28, 2011 Please PRINT Last...

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Friday, January 28, 2011 CHM 2211-8487 Quiz #03 Form B Page 1 of 1 Please Last PRINT name: First name: UFID: ______ /20 pts. Put your answers in the spaces, or check R or insert your answer 1. ( 7 pts ) See pp 587/8. Show the mechanism for the acid-catalyzed conversion of an aldehyde (with α -H) into the enol . (a) Complete the two resonance structures of the protonated aldehyde (C σ -scaffold with one H is provided). (b) Draw curved electron arrows to show the electron flow for the reaction with H 2 O. (c) Complete the structure of the enol (C σ -scaffold with one H is provided). C O H C Ph H H C O H C Ph H (a) Resonance structures (b) Curved electron arrows C O H C Ph H + H 2 O C OH H C Ph H (c) Enol + H 3 O H H H H H 3 O _____ 2. ( 5 pts ) See problem 16.8 and following page. Consider acid-catalyzed reactions of cyclohexanone with amines. (a) Complete the structure of product A resulting from the reaction with ethylamine . (b) Provide reagent and catalyst that convert product A into the 2° amine shown. (c) Complete the structure of product B resulting from reaction of cyclohexanone with
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This note was uploaded on 10/04/2011 for the course CHM 2211 taught by Professor Castalleano during the Spring '06 term at University of Florida.

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