(22 Points) The IR spectrum and proton NMR spectrum for a compound with molecular formula C,HO is given below. Spectum 3000 2000 1800 V om 1200 400 HNMR Specum CDo, e 22 TME

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4. (22 Points) The IR spectrum and proton NMR spectrum for a compound with molecular
formula C,HO is given below.
IR Spectrum
this
4000
3000
2000
1600
1200
800
v (om)
H NMR Spectrum
(400 M CDO, on
persion soale
expansons
1o es om
10
6.
3.
8 (ppm)
a. How many unsaturations are in the compound?
b. What functional group is responsible for the 1715 cm in the IR?
c. Fill in the following table to assign the proton NMR spectrum. Circle the hydrogens in
each structural fragment you place in the Proton Interpretation box that are responsible
for the chemical shift.
#H
J. Hz
Proton Interpretation
8, ppm
0.98
6.
2.21
m
2.31
2.
9.75
a. Put the structure of unknown CH0 in the following box.
Transcribed Image Text:4. (22 Points) The IR spectrum and proton NMR spectrum for a compound with molecular formula C,HO is given below. IR Spectrum this 4000 3000 2000 1600 1200 800 v (om) H NMR Spectrum (400 M CDO, on persion soale expansons 1o es om 10 6. 3. 8 (ppm) a. How many unsaturations are in the compound? b. What functional group is responsible for the 1715 cm in the IR? c. Fill in the following table to assign the proton NMR spectrum. Circle the hydrogens in each structural fragment you place in the Proton Interpretation box that are responsible for the chemical shift. #H J. Hz Proton Interpretation 8, ppm 0.98 6. 2.21 m 2.31 2. 9.75 a. Put the structure of unknown CH0 in the following box.
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