9. Draw the structure for each of the compounds A-C for the reaction scheme shown below. HO OH Mg, ether 1. A p-toluenesulfonic acid 2. H20, H*

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9. Draw the structure for each of the compounds A-C for the reaction scheme shown below.
HO
OH
H.
Mg, ether
1.
A
B
C
p-toluenesulfonic acid
2. H20, H*
10. Provide a detailed mechanism for the following transformation. Show all intermediates with
formal charges and use arrows to indicate the flow of electrons.
H20 , H*
HO
H.
11. Predict the major organic product for each of the following reactions.
(a)
H20
KCN , HCI, H2O
(b)
1 equiv. CH3OH
1 equiv. CH3OH
(c)
H+
H+
12. Classify each of the following as a(n) aldehyde, ketone, ester, hemiacetal, hemiketal, acetal,
ketal, cyanohydrin, alcohol, imine, enamine, enol, vicinal diol, hydrate, a,ß-unsaturated
aldehyde, geminal-diol or a,ß-unsaturated ketone.
HO OCH3
HO
HO
HN
H.
NH
13. Provide a synthesis for the following molecule, starting from the given compound and any other
reagents needed.
OH
Transcribed Image Text:9. Draw the structure for each of the compounds A-C for the reaction scheme shown below. HO OH H. Mg, ether 1. A B C p-toluenesulfonic acid 2. H20, H* 10. Provide a detailed mechanism for the following transformation. Show all intermediates with formal charges and use arrows to indicate the flow of electrons. H20 , H* HO H. 11. Predict the major organic product for each of the following reactions. (a) H20 KCN , HCI, H2O (b) 1 equiv. CH3OH 1 equiv. CH3OH (c) H+ H+ 12. Classify each of the following as a(n) aldehyde, ketone, ester, hemiacetal, hemiketal, acetal, ketal, cyanohydrin, alcohol, imine, enamine, enol, vicinal diol, hydrate, a,ß-unsaturated aldehyde, geminal-diol or a,ß-unsaturated ketone. HO OCH3 HO HO HN H. NH 13. Provide a synthesis for the following molecule, starting from the given compound and any other reagents needed. OH
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