TOPIC: 18. Aldehydes / Ketones
SUBTOPIC: 181. Synthesis
1. Give the major product(s) of the following reaction.
CH2OH
N+
H
ClCrO3
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2. Give the major product(s) of the following reaction.
O
NaCN
CH3CH2OH
H
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3. Show how DIBAH, HAl(i-Bu)2, is used in a reaction by writing an equation.
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4. Show how you would accomplish the following synthetic transformation. Give all
reagents and isolated products.
H
O
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5. Show how you would accomplish the following synthetic transformation. Give all
reagents and isolated products.
Br
O
O
O
H
H
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6. Show how you would accomplish the following synthetic transformation. Give all
reagents and isolated products. Use benzaldehyde as the only carbon source.
O
O
H
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7. Show how you would accomplish the following synthetic transformation. Give all
reagents and isolated products.
NCH3
O
H
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8. Show how you would accomplish the following synthetic transformation. Give all
reagents and isolated products.
O
O
O
OEt
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9. Show how you would accomplish the following synthetic transformation. Give all
reagents and isolated products.
O
Br
NH2
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10. Show how you would accomplish the following synthetic transformation. Give all
reagents and isolated products.
H
O
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11. Give the product(s) of the following reaction showing stereochemistry in 3-D and all
stereoisomers.
OCH3
O
HAl
-78o C
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12. Write the reagents over the arrow. Number the reagents if they cannot be mixed.
CH3
CH3
O
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13. Write the reagents over the arrow. Number the reagents if they cannot be mixed.
O
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14. Give the product of the following reaction.
O
Li
Cu
Cl
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15. Give the product of the following reaction.
OH
CrO3
H2SO4
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16. Write the reagents over the arrow. Number them if they cannot be mixed.
H
O
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17. Write the reagents over the arrow. Number them if they cannot be mixed.
Br
Br
O
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18. Show how you would accomplish the following synthetic transformation. Give all
reagents and isolated products.
O
H
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