Download Oppgave 5.

KJM3000 Fall 2016 Kollokvieoppgave K1-K2
Oppgave 1.
Predict the 1H-NMR chemical shifts for the following compounds using: 1. Tables
and charts posted or displayed in the textbook AND 2. Chemdraw.
a)
b)
c)
d)
e)
f)
g)
Ethylacetate
Dimethylformamide (DMF), HCON(CH3)2
Acetaldehyde
Ethanol
Trans-methyl methylacrylate, CH3CH=CHCOOCH3
3-aminoanisole, (1-methoxy-4-amino-benzene)
3-oxobutanenitrile, NCCH2COCH3
Oppgave 2.
Predict the 13C-NMR chemical shift values for the following compounds. For
compound a): Use tables and charts posted or displayed in the texbook AND
Chemdraw. For compounds b-e): use Chemdraw only.
a)
b)
c)
d)
e)
2-ethyl-1-hexanol
amphetamine
Penicillin (R=CH3 in the general structure on Wikipedia)
Gamma-Hydroxybutyric acid (GHB)
Ibuprofen
Oppgave 3.
Use symmetry only and do not use Chemdraw !! How many separate signals would
you expect to see in the 13C-NMR spectrum of the following compounds:
a) Cyclopropane
b) Methyl-cyclopropane
c) Cis dimethyl-cyclopropane
d) Trans dimethyl-cyclopropane
e) Cyclobutene
f) 1-methyl-cyclobutene
g) 1-ethyl-cyclohexane
h) Cubane
Oppgave 4.
Use symmetry only and do not use Chemdraw !! How many 13C-NMR signals would
you expect to see in the 13C-NMR spectrum of compounds 1, 2 and 3?
Oppgave 5.
The 13C-NMR spectra (decoupled) of three isomers A, B og C with molecular formula
C4H9OCl are displayed in figure 1 below. Identify the three isomers and assign the
signals.