exam II page 2 - 6 What is always a product of the...

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Unformatted text preview: 6. What is always a product of the acetoacetic ester synthesis? 04‘?) a) acetone z. \_ '1 ‘1 O b) RCHZCOOH ., D w) W T c) H20 ,3 ‘ d) CO ‘ it e) 002 7. Which of the following is the enol intermediate in the decarboxylation of ethyipropanedioic acid? H\ 0/. o 0t! \ H0 0)! H7 ”0%” ethylpropanedioic acid a) H OH bl H H @H OH d) H0 H e) HO OH 8. Which of the following explains why the protons at to a carbonyl group show enhanced acidity? a) An inductive effect from the adjacent carbonyl group weakens the C-H ‘1 bond. ./ 0 b) The conjugate base is stabilized by resonance/ H d) Both a and b. (a __.'3 O c) The charge that results after deprotonation is deiocaiized.«/ \Ce 11 C‘ IRA I H e) All of the above. .} 9. Acetyl chloride undergoes nucleophilic substitution at a faster rate than does methyl acetate because: 0 a) esters hydrolyze faster than acid chlorides. /'L at b) the acid chloride is more stericaily hindered than the ester. 0 c) the ester is more sterically hindered than the acid chloride. )L d) methoxide ion is a better leaving group than choride ion. 00"; Ge) chloride ion is a better leaving group than methoxide ion. 10. Amides are less basic than amines because: a) the carbonyi group donates electrons by resonance. <10 3‘ b) the carbonyl group withdraws electrons by resonance. M _ —A A c) the nitrogen does not have a lone pair of electrons. ’ H R:— d} the nitrogen has a full positive charge. J, e) amides do not contain a nitrogen. /\l N1, 1' H ...
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