1
CHM 2212-Organic Chemistry II Name________________________(1)
April 19, 2002
Quiz #12 (25 points)
(Covering material through section 19.3)
1. (4) Rank the following molecules in order of decreasing acidity: use '1' for
the most acidic, '2' for the next,...and '4' for the least acidic.
CH3CCH2CCH3
O O
CH3CH3CH3CCH3
O
CH3CCHCCH3
O O
NO2
2. (4) (a) Draw all possible enolates derived from the following ketone (there
are two of them). Remember that an enolate is formed by removing an a–H.
Draw each enolate in the resonance form with the negative charge on the
oxygen.
CH2CCH3
O
(b) Which enolate of the two do you consider to be more thermodynamically
stable? Why?
