Chemistry 2412L
Dr. Sheppard
Name ___________________________________
NMR Spectroscopy Report Sheet
1. How many signals are expected in the 13C-NMR spectrum for each of the following compounds?
CH3
CH3
CH3
O
CH
(a)
(b)
(c)
H
CH3
CH3
H
2. Circle the molecule that best fits each of the following 1H-NMR spectra.
(a)
TMS
O
O
O
C
C
O
OH
O
O
O
C
CH3
O
C
OH
CH3
Chemistry 2412L
Dr. Sheppard
Name ___________________________________
(b)
TMS
Chemistry 2412L
Dr. Sheppard
Name ___________________________________
3. The following 1H-NMR spectra represent three constitutional isomers with molecular
formula C5H12. Draw a structure corresponding to each spectrum. (Note: all signals appear in
the range of  0.7 - 1.6)
(a)
(b)
(c)
Chemistry 2412L
Dr. Sheppard
Name ___________________________________
4. Propose a structure (molecular formula is C6H14) that would result in the following 1H-NMR data.
Chemical shift ()
0.96
1.06
1.25
Splitting
triplet
singlet
quartet
Integration
3
9
2
5. Predict a structure for each the following 1H-NMR spectra:
(a)
C3H8O
3H
2H
1H 2H
(b)
C4H8Cl2
3H
2H
2H
1H
Chemistry 2412L
Dr. Sheppard
Name ___________________________________
6. Propose a structure that is consistent with the following data:
Molecular
C4H10O
Formula
IR
1
H-NMR
13
C-NMR
Chemistry 2412L
Dr. Sheppard
7.
Propose a structure that is consistent with the following data:
Molecular
C8H8O
Formula
IR
1
H-NMR
13
Name ___________________________________
C-NMR
Chemistry 2412L
Dr. Sheppard
Name ___________________________________
8. Propose a structure that is consistent with the following data:
Molecular
C5H13N
Formula
IR
6H
1
H-NMR
4H
1H
3
13
C-NMR
2H
2
PPM
1
0
Chemistry 2412L
Dr. Sheppard
Name ___________________________________
9. An unknown compound (B) has a molecular formula of C10H12O and the following 1H-NMR
spectrum. The IR spectrum of B has strong bands near 1715 cm-1 and in the range from 1600
to1450 cm-1.
(a) What is the index of hydrogen deficiency for compound B?
(b) How many aromatic protons are present in compound B?
(c) What is the structure of compound B?
(d) How many signals are expected in the 13C-NMR spectrum for compound B?
Chemistry 2412L
Dr. Sheppard
Name ___________________________________
10. An unknown compound (C) has a molecular formula of C7H14O2 and the following IR and
1
H-NMR spectra.
Chemistry 2412L
Dr. Sheppard
Name ___________________________________
(a) What is the index of hydrogen deficiency for compound C?
(b) List the important IR bands present in the spectrum for C.
Absorption (cm-1)
Functional group
(c) List the following information for the 1H-NMR signals present in the spectrum for C.
Signal
Chemical Shift ()
Integration
(d) What is the structure of compound C?
Splitting Pattern
Assignment