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)33+?,*#,/:

1. Foi the following molecules:
(a) Biaw in all of the hyuiogen atoms of each stiuctuie.
(b) Label hyuiogen atoms with letteis. Byuiogen atoms which aie magnetically equivalent
to each othei shoulu be labeleu with the same lettei, wheieas inequivalent hyuiogen atoms
shoulu be labeleu with uiffeient letteis.
(c) State how many iesonances woulu be expecteu in the 1B NNR spectium. (This shoulu
match the numbei of letteis you useu foi labeling).
(u) State how many iesonances woulu be expecteu in the 1SC NNR spectium. (You uo not
neeu to label caibon atoms)



2. Explain with an appiopiiate uiawing why /<1 1B iesonances aie obseiveu foi
cyclohexane at -9u C but only one at 2S C.


1
H
13
C
1
H
13
C
1
H
13
C
O
N
O
1
H
13
C
1
H
13
C
1
H
13
C
O
1
H
13
C
1
H
13
C
1
H
13
C
O
O
O
O
O O
Ethyl acetate Diethyl ether
Acetic anhydride
Acetone Acetone methyl oxime
O
O
OH
O
Aspirin
cyclohexane
S. Foi the following commeicial uiugs
(a) Biaw in all of the hyuiogen atoms of each stiuctuie.
(b) Label hyuiogen atoms with letteis. Byuiogen atoms which aie magnetically equivalent
to each othei shoulu be labeleu with the same lettei, wheieas inequivalent hyuiogen atoms
shoulu be labeleu with uiffeient letteis.
(c) State how many iesonances woulu be expecteu in the 1B NNR spectium. (This shoulu
match the numbei of letteis you useu foi labeling).
(u) State how many iesonances woulu be expecteu in the 1SC NNR spectium. (You uo not
neeu to label caibon atoms)
(e) List the types of NNR active nuclei foi each molecule




N
N
O
Actiq (opioid anagelsic)
1
H
13
C
N
S
O O
Plavix (platelet aggregation inhibitor)
1
H
13
C
HN
O
O
Concerta (ADHD medication)
1
H
13
C
(Nuclei) (Nuclei) (Nuclei)