1. Complete the paragraph with the given keywords.

Nuclei, Chemical shifts, The structure

Proton nuclear magnetic resonance (proton NMR, hydrogen-1 NMR, or

1H NMR) is the application of nuclear magnetic resonance in NMR

spectroscopy with respect to hydrogen-1 ……. within the molecules of a

substance, in order to determine …….. of its molecules. Proton NMR

spectra of most organic compounds are characterized by …….. in the

range +14 to 0 ppm

[3]
2. What is the feature of a nucleus of an atom to be able to give a signal in NMR?

….……………………………………………………………………………………………………………………………[1]
3. The sentences in the box are not in order. Please arrange them, so that it explains
the process in NMR.

order
1 Atoms with odd nucleon numbers have nuclear spins.
These nuclei spin clockwise and anticlockwise at random.
This new conditions created by the influence of a strong magnetic field
splits the energy level into two different states.
With a strong magnetic field, these direction are no longer at the same
level.
The one opposing the magnetic field is high energy state, and
The one aligning with the magnetic field is at low energy state.
The gap energy between those two states is called ΔE
The examples are H1 and C13.

[8]

4. Match the keywords with the correct definitions [6]

ppm The number of hydrogens that absorbed NMR
signals at the same energy level. It is usually
written above the peak / signal.

Equivalent Hydrogens A condition of an atom of H-1 or C-13 that

Chemical environment
Nuclear Spins
Integration Factors
Chemical Shift
explains its electron clouds and it is determined
by the surrounding atoms such as an
electronegative atom in a molecule.
Stands for parts per million. The horizontal
scale is shown in NMR spectrum. It is also
called as chemical shift.
The resonant frequency of a nucleus relative to a
standard in a magnetic field. Often the position
at certain ppm is the diagnostic of the structure
of a molecule.
Hydrogens that have the same chemical
environment in a molecule. They are the same
kind of hydrogens.
The splitting of energy levels in a magnetic field.
Subatomic particles (electrons, protons and
neutrons) can be imagined as spinning on their
axes. In many atoms (such as 12C) these spins
are paired against each other, such that the
nucleus of the atom has no overall spin.

5. How many different hydrogens may these structure produce? Label them Ha, Hb,
etc.
 a)

b)

c)

d)
[4]

6. You are to predict the structures of molecules based on the given NMR
information
a) A signal at 0.9 ppm with the integration number of 4. No other signal is
produced.
b) A signal at 4.0 ppm with the integration number of 3. No other signal is
produced. It contains a chlorine atom.
c) A signal at 13.0 ppm with integration number of 1, and another at 2.3 ppm
with integration of 3.
d) A signal at 7.3 ppm with the integration number of 6. No other signal is
produced.
e) A signal at 0.9 ppm with integration number of 6, and another at 1.3 ppm
with integration of 4.
f) A signal at 0.9 ppm with the integration number of 12. No other signal is
produced.
[6]

7. You are a brilliant chemist. You are hired by the mafia to synthesis four organic
compounds. However, some of your fellow chemists misplaced the labels in the
chemical jars. The mafia is about to arrive at your chemical factory in Kelapa Gading.
They gonna excommunicado you, if they find out that you don’t know the identity of
your own chemicals in the jars. You have four jars and 4 misplaced labels. You have
analyzed them using NMR H1. The results are given. Tick-Tock!!

The Labels:
1.
2. Ethanol CH CH OH
3 2

3. 1-bromopropane, CH3CH2CH2Br

4.