Professional Documents
Culture Documents
Twelve Easy Problems: Combined Problems Formula + Infrared + NMR
Twelve Easy Problems: Combined Problems Formula + Infrared + NMR
COMBINED PROBLEMS
FORMULA + INFRARED + NMR
Spectra in these problems were obtained from:
SDBSWeb: http://www.aist.go.jp/RIODB/SDBS/ (Mar 2002)
NOTE ON INTEGRALS:
C4H10O
PROBLEM 1 NMR SPECTRUM
6
C4H10O 2
C9H10O2
1719
PROBLEM 2 NMR SPECTRUM
C9H10O2 3
2
C10H12O
1688
6
PROBLEM 3 NMR SPECTRUM
C10H12O
5 1
septet doublet
Answer #3
COMBINED PROBLEM #4
PROBLEM 4 INFRARED SPECTRUM
C5H10O2
1712
PROBLEM 4 NMR SPECTRUM 3
1 C5H10O2
2
two overlapping
multiplets (2 + 2)
4
triplet triplet
Answer
COMBINED PROBLEM #5
PROBLEM 5 INFRARED SPECTRUM
C9H12
PROBLEM 5 NMR SPECTRUM
C9H12 6
septet doublet
Answer to 5
• Isopropyl benzene
COMBINED PROBLEM #6
PROBLEM 6 INFRARED SPECTRUM
C9H12O
PROBLEM 6 NMR SPECTRUM
C9H12O
3
2
1 1
TMS
12 11 10 9 8 7 6 5 4 3 2 1 0 d (ppm)
H
CH2F CH2Ar C-CH-C
RCOOH RCHO C=C CH2Cl CH2NR2
CH2S C
CH2Br
CH2I C C-H C-CH2-C
CH2O C=C-CH2 C-CH3
CH2NO2 CH2-C-
O
Ranges can be defined for different general types of protons.
This chart is general, the next slide is more definite.
APPROXIMATE CHEMICAL SHIFT RANGES (ppm) FOR SELECTED TYPES OF PROTONS
Monosubstituted s s
Disubstituted
ortho s
meta m s s
para s
RING H’s
Trisubstituted OOPS
1,2,4 m s
1,2,3 s m
1,3,5 s m
combination bands
1000 900 800 700 cm-1