Chem 335 - Winter 1999 -
Organic Chemistry II (1 point each)
1. The correct IUPAC name for the compound below is
a) (R)-2-oxocyclopentanol
b) (S)-2-oxocyclopentanol
c) (R)-2-hydroxycyclopentanone
d) (S)-2-hydroxycyclopentanone
e) some other name
2. Aldehydes are generally more reactive than ketones because
a) the aldehyde C-H bonds are weaker
b) the aldehyde C=O bond is more polar
c) the aldehyde C=O bond is less hindered
d) the aldehyde lone pairs are more basic
e) the aldehyde is a stronger Lewis acid
3. The product from addition of a methyl Grignard reagent to ethanal (after aqueous workup) is
a) propanal
b) propanone
c) 1-propanol
d) 2-propanol
e) propyl magnesium halide
4. Carbonyl addition reactions are effectively catalyzed by acid because
a) resonance stabilizes the cation
b) protonation increases the reactivity of the carbonyl group
c) protonation increases nucleophilicity
d) the carbonyl group is a Lewis acid
e) the carbonyl group is a Lewis base
5. Acid catalysis of a carbonyl addition would not work well when
a) the carbonyl compound is a ketone
b) the carbonyl compound also contains an alcohol
c) the nucleophile is positively charged
d) the nucleophile is the solvent
e) the nucleophile is a strong base