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580
SPECTROCHEMICAL
METHODS
OF
ANALYSIS
EXPERIMENT
1
FOURIER
TRANSFORM
INFRARED
(FTIR)
SPECTROSCOPY
ANALYSIS
OF
ASPIRIN-PHENACITIN-CAFFEINE
(APC)
TABLET
EXPERIMENT
7
NUCLEAR
MAGNETIC
RESONANCE
(NMR)
SPECTROSCOPY
ANALYSIS
OF
ASPIRIN-PHENACITIN-CAFFEINE
(APC)
TABLET
NAME:
NABILAH
BINTI
ABD
RAHMAN
STUDENT
ID:
2015484718
GROUP:
AS2454D1
MEMBERS
NAMES:
1.
ANIS
NAJIHAN
BINTI
AHMAD
2.
ANIZA
BINTI
ABDULLAH
3.
FATIN
QURAISYAH
BINTI
SALIMON
DATE
OF
EXPERIMENT:
11TH
OCTOBER
2016
DATE
OF
SUBMISSION:
3RD
JANUARY
2017
TITLE
Experiment
1
Fourier
Transform
Infrared
(FTIR)
Spectroscopy
Analysis
Of
Aspirin-Phenacitin-Caffeine
(APC)
Tablet
Experiment
7
Nuclear
Magnetic
Resonance
(NMR)
Spectroscopy
Analysis
Of
Aspirin-Phenacitin-Caffeine
(APC)
Tablet
OBJECTIVES
1.
To
identify
functional
groups
in
IR
spectra
of
standard
compounds
Aspirin,
Phenacitin,
and
Caffeine.
2.
To
identify
functional
groups
present
in
an
unknown.
3.
To
identify
major
peaks
in
NMR
spectra
of
standard
compound
of
Aspirin,
Phenacitin
and
Caffeine.
4.
To
predict
the
chemical
structure
of
unknown
sample
by
using
both
data
from
FTIR
and
NMR
technique.
ABSTRACT
The
objectives
of
these
experiment
is
to
identify
the
major
functional
groups
in
IR
spectra
(using
fourier
transform
infrared
(FTIR)
spectroscopy)
of
standard
compounds
aspirin,
phenacitin
and
caffeine
and
an
unknown,
unknown
A.
The
objective
is
also
to
identify
the
major
peaks
in
NMR
(using
nuclear
magnetic
resonance
(NMR)
spectroscopy)
of
standard
compounds
aspirin,
phenacitin
and
caffeine
and
to
predict
the
structure
of
unknown
A
using
both
data
from
FTIR
and
NMR.
Four
standards,
aspirin,
phenacitin,
caffeine
and
acetylsalicylic
acid
(ASA)
and
unknown
A
were
analyzed
in
FTIR
by
pelleting
method,
mixing
the
standards
and
unknown
with
KBr
powder
in
a
ratio
1:99
using
agate
pestle
and
mortar
and
making
it
into
a
pellet
using
handpress
and
die
set.
Once
the
samples
were
pressed
into
a
pellet
(separately),
the
pellets
were
analyzed
in
FTIR
instrument
to
obtain
the
spectrums
for
identification
of
major
functional
groups
in
the
standards
and
unknown.
The
standards
were
also
analyzed
using
NMR
instrument
to
identify
major
peaks.
This
method
is
done
by
mixing
approximately
30
mg
of
standards
with
deuterated
chloroform
and
put
into
clean
NMR
tubes
separately.
The
tubes
were
then
inserted
into
the
NMR
instrument
for
identification
of
major
peaks
of
the
standards
as
well
as
the
unknown
by
observing
the
spectrums
obtained.
Both
data
from
FTIR
and
NMR
were
then
used
to
identify
unknown
A.
By
observing
both
peaks,
the
major
functional
groups
and
major
peaks
revealed
unknown
A
to
be
benzoic
acid.
INTRODUCTION
Infrared
spectroscopy
is
nowadays
one
of
the
most
important
analytical
techniques
available
to
scientists.
One
of
the
greatest
advantages
of
the
infrared
spectroscopy
is
that
virtually
any
sample
in
any
state
may
be
analyzed.
For
example,
liquids,
solutions,
pastes,
powders,
films,
fibres,
gases
and
surfaces
can
all
be
examined
with
a
judicious
choice
of
sampling
technique.
Fourier
transform
infrared
spectroscopy
(FTIR)
has
facilitated
many
different
IR
sampling
techniques,
including
attenuated
total
reflection
and
diffuses
reflectance
infrared
Fourier
transform
(DRIFT)
spectroscopy.
It
has
dramatically
improved
the
quality
of
infrared
spectra
and
minimized
the
time
required
to
obtain
data.
The
increased
speed
and
higher
ratio
of
signal-to-noise
of
FTIR
relative
to
dispersion
infrared
has
lead
to
a
substantially
greater
number
of
applications
of
infrared
in
natural
fibres
research.
In
addition,
the
constant
advancing
of
computer
and
computing
science
has
made
infrared
spectroscopy
techniques
striding
further.
The
availability
of
a
dedicated
computer,
which
is
required
for
the
FTIR
instrumentation,
has
allowed
the
digitized
spectra
to
be
treated
by
sophisticated
data
processing
techniques
and
increased
the
utility
of
the
infrared
spectra
for
qualitative
and
quantitative
purposes.
With
interferometric
techniques,
the
infrared
spectroscopy
is
being
launched
into
a
new
era
and
interest
in
this
technique
is
at
an
all
time
high.
Nuclear
Magnetic
Resonance
(NMR)
spectroscopy
is
an
analytical
chemistry
technique
used
in
quality
control
and
reserach
for
determining
the
content
and
purity
of
a
sample
as
well
as
its
molecular
structure.
For
example,
NMR
can
quantitatively
analyze
mixtures
containing
known
compounds.
For
unknown
compounds,
NMR
can
either
be
used
to
match
against
spectral
libraries
or
to
infer
the
basic
structure
directly.
Once
the
basic
structure
is
known,
NMR
can
be
used
to
determine
molecular
conformation
in
solution
as
well
as
studying
physical
properties
at
the
molecular
level
such
as
conformational
exchange,
phase
changes,
solubility,
and
diffusion.
In
order
to
achieve
the
desired
results,
a
variety
of
NMR
techniques
are
available.
Aspirin,
or
acetylsalicylic
acid
(ASA),
is
a
common
drug
that
is
generally
used
as
a
pain
reliever
for
minor
aches
and
pains,
to
reduce
fever,
and
also
as
an
anti-inflammatory
drug.
Aspirin
has
also
become
increasingly
popular
as
a
drug
to
prevent
clot-forming;
it
is
used
long-term
in
low
doses
to
prevent
heart
attacks
and
strokes
in
high-risk
patients.
Nowadays,
aspirin
is
often
given
to
patients
immediately
after
a
heart
attack
to
prevent
recurrence
or
cardiac
tissue
death.
Aspirin
is
a
non-steroidal
anti-inflammatory
drug
(NSAID).
As
analgesics,
NSAIDs
are
generally
non-narcotic
(do
not
cause
insensibility
or
stupor).
Aspirin
was
the
first
NSAID
to
be
discovered.
Caffeine
an
alkaloid
of
the
methylxanthine
family
is
a
naturally
occurring
substance
found
in
the
leaves,
seeds
or
fruits
of
over
63
plants
species
worldwide.
The
most
commonly
known
sources
of
caffeine
are
coffee,
cocoa
beans,
cola
nuts
and
tea-leaves.
In
its
pure
state,
it
is
an
intensely
bitter
white
powder.
Its
chemical
formula
is
C8H10N4O2,
its
systematic
name
is
1,
3,
5-
trimethylxanthine
(Aurnaud,
1987).
Caffeine
is
a
pharmacologically
active
substance
and
depending
on
the
dose,
can
be
a
mild
central
nervous
system
stimulant.
Caffeine
does
not
accumulate
in
the
body
over
the
course
of
time
and
is
normally
excreted
within
several
hours
of
consumption
(Barone
and
Roberts,
1996).
Caffeine
belongs
to
a
family
of
naturally
occurring
components
known
as
xanthines.
The
xanthines,
which
come
from
plants,
are
possibly
the
oldest
known
stimulants.
Caffeine
is
the
most
powerful
xanthine,
in
its
ability
to
increase
alertness,
put
off
sleep
and
to
improve
attention
in
study
(Boltonad,
1981),
caffeine
is
a
vasodilator
(relaxes
the
blood
vessels)
as
well
as
a
diuretic
(increase
urination).
On
the
other
hand,
sever
restlessness
and
excitement,
leading
to
mild
delirium,
muscular
tension
and
twisting
and
cardiovascular
disturbances
such
as
tachycardia,
are
negative
effects
of
caffeine
at
large
doses
(Boltonad,
1981).
The
spinal
cord
is
stimulated
at
higher
doses,
convulsions
and
death
may
result
(Bolton
and
Null,
1981).
Hypothesis
The
basis
of
this
experiment
is
that
FTIR
and
NMR
techniques
were
used
to
identify
the
major
functional
groups
and
major
peaks
of
standard
compounds
aspirin,
phenacitin,
caffeine
and
acetylsalicylic
acid
(ASA)
and
unknown
A.
Both
datas
from
FTIR
and
NMR
revealed
unknown
A
to
be
benzoic
acid.
All
these
are
known
to
be
drugs
used
for
medical
purposes.
An
overdose
of
these
drugs
can
lead
to
severe
health
consequences.
EXPERIMENTAL
PROCEDURE
Experiment
1:
Fourier
Transform
Infrared
(FTIR)
Spectroscopy
Analysis
Of
Aspirin-Phenacitin-Caffeine
(APC)
Tablet
A.
Mixing
of
Sample
and
KBr:
The
agate
mortar
and
pestle
was
removed
from
the
desiccator.
0.001
g
of
sample
was
grinded
in
agate
mortar
into
powder
for
1
minute.
0.080
g
of
KBr
powder
was
added
into
the
sample
powder
and
was
grinded
for
about
30
seconds
with
pestle.
The
mixture
in
the
center
of
the
mortar
was
scrappe
and
mixture
was
grinded
again
for
15
seconds.
The
mixture
in
the
center
of
the
mortar
was
heaped
using
a
spatula.
The
remaining
KBr
was
returned
into
the
desiccators
after
use.
B.
Preparation
of
KBr
Pellets
One
fourth
of
the
KBr
mixture
was
transferred
into
the
collar
of
the
handpress.
The
anvil
was
placed
along
with
the
die
pin,
allowing
it
to
come
into
contact
with
the
sample.
The
die
set
was
lifted
carefully
by
holding
the
lower
anvil.
The
collar
was
ensured
to
stay
in
place.
The
handle
of
the
handpress
was
opened
slowly
and
the
die
set
was
inserted
into
the
handpress.
The
handle
was
closed.
The
dial
pressure
was
rotated
until
the
upper
ram
of
the
handpress
slightly
touches
the
upper
anvil
on
the
die
assembly.
The
unit
was
tilted
back
in
order
to
hold
the
die
set
from
falling
off.
The
handle
was
opened.
The
pressure
dial
was
rotated
clockwise
in
one
half
turn.
The
mixture
was
slowly
compressed
while
closing
the
handle
in
two
minutes.
The
unit
was
tilted
back,
and
the
handle
was
opened
and
the
die
set
was
removed
from
the
unit
carefully.
The
pellet
was
weighed
and
inspected.
The
collar
containing
the
KBr
pellet
was
placed
onto
the
sample
holder.
C.
Operations
of
Instrument
1.
Click
on
spectrum
software.
2.
To
scan
background
>
click
on
instrument.
3.
Click
on
scan
and
on
column
sample
name,
type
background.
4.
Click
on
scan
parameters
>
click
on
scan
type
to
choose
background
at
the
dropdown
menu
and
click
on
button
scan
>
highlight
background.
5.
To
calibrate
instrument
>
use
polystyrene
film.
6.
To
scan
polystyrene
film
>
click
on
instrument.
7.
Click
on
scan
and
on
column
sample
name,
type
polystyrene
film.
8.
Click
on
scan
parameter
>
click
on
scan
type
to
choose
sample
at
the
drop
down
menu.
9.
To
scan
sample
for
example:
phenacitin
10.
Click
on
instrument
>
click
on
scan
>
change
sample
name
to
phenacitin.
11.
Click
on
scan
>
highlight
the
sample
at
the
bottom
of
software.
12.
Click
processes
>
click
on
baseline
correction
>
choose
automatic.
13.
Highlight
the
sample
at
the
bottom
of
the
old
spectrum,
then
delete.
Highlight
the
new
spectrum
>
click
processes
>
click
smooth
baseline
>
click
on
automatic>
14.
To
adjust
peak
>
click
on
axis
to
adjust
bottom
or
top
and
left
or
right.
15.
To
number
peak
>
click
on
peak
16.
Click
on
text
to
type
sample
name
of
spectrum
>
type:
phenacitin
Experiment
7:
Nuclear
Magnetic
Resonance
(NMR)
Spectroscopy
Analysis
Of
Aspirin-Phenacitin-Caffeine
(APC)
Tablet
A.
Determination
of
Spectrum
in
Each
Separate
Component
About
30
mg
of
asprin,
phenacitin
and
caffeine
were
weighed
and
poured
into
different
conical
vials.
About
0.5
mL
of
deuterated
chloroform
(CDCl3)
with
a
clean,
dry
Pasteur
pipette
into
the
samples.
The
conical
vials
were
swirled
until
the
samples
were
completely
dissolved.
The
solutions
were
then
transferred
into
separate
NMR
tubes
using
clean,
dry
Pasteur
pipette
carefully.
Once
solutions
has
been
transferred
into
the
NMR
tubes,
clean
pipettes
were
used
to
add
enough
deuterated
chloroform
(CDCl3)
to
bring
the
solution
to
total
height
to
about
4-cm
from
the
bottom.
The
NMR
tubes
were
then
capped
and
were
ensured
the
caps
were
on
tightly.
The
NMR
tubes
were
inverted
several
times
to
mix
the
contents.
The
samples
were
then
ready
to
record
its
NMR
spectrum.
The
NMR
tubes
were
inserted
into
its
holder
(one
at
a
time)
and
the
depth
was
adjusted
using
the
gauge
provided.
B.
Operations
of
Instrument
1.
Click
on
topspin
program.
2.
Insert
NMR
tube
into
spinner.
3.
Adjust
the
height
wing
gauge
and
do
not
adjust
gauge
position.
4.
Use
tissue
to
wipe
clean
NMR
tube.
5.
Insert
sample
into
NMR
autosampler
>
click
enter.
6.
Wait
for
sample
to
be
injected
into
instrument.
7.
Click
create
datasheet.
Dont
change
data
directory.
8.
Click
on
use
current
method
>
add
title
on
NMR
spectrum
title
which
are
determination
of
APC
tablet
on
(H)
NMR.
9.
Click
tune
to
autotune
instrument.
Click
spin
to
turn
on
the
sample
rotation.
10.
Wait
for
sample
to
spin
>
sample
icon
at
bottom.
11.
Click
shim
to
autoshim
>
click
prosol.
12.
Click
gain
to
select
auto
adjust
receiver
gain
13.
Click
go
to
start
acquisition
data.
14.
Click
prac
spectrum
to
process
the
fid
data
to
a
ppm
spectrum.
15.
Type
sx
ej
to
eject
sample.
EXPERIMENTAL
RESULT
Experiment
1:
Fourier
Transform
Infrared
(FTIR)
Spectroscopy
Analysis
Of
Aspirin-Phenacitin-Caffeine
(APC)
Tablet
1.
Outcome
of
Objectives:
A.
Compound:
Aspirin
Molecular
formula
:
C9H8O4
Molecular
structure:
Reference
Functional
Frequency
Molecular
Wavelength
(cm-1)
Group
Range
(cm-1)
Function
2872.09
Alkane
2853
2962
C-H
stretch
1753.69
Carboxylic
Acid
1710
-1780
C=O
stretch
1690.21
Ester
1630
1780
C=O
stretch
1458.07
Aromatic
1450
1600
C=C
stretch
755.74
Aromatic;
ortho- 735
770
C-H
(out-of-plane
disubstituted
bending)
1955
Benzene
1667
2000
Overtone
2699.29
Carboxylic
Acid
2500
3000
O-H
strecth
(Hydrogen
bonded)
1187.64
Ester
1020
1275
C-O
stretch
1479.42
Alkane
1375
1650
C-H
bend
B.
Compound:
Caffeine
Molecular
formula
:
C8H10N4O2
Molecular
structure:
Reference
Functional
Frequency
Molecular
Wavelength
(cm-1)
Group
Range
(cm-1)
Function
2955.68
Alkane
2853
2962
C-H
stretch
1698.26
Amide
1630
1780
C=O
stretch
1660.14
Amide
1630
1690
C=O
stretch
Alkene
1620
1680
C=C
stretch
1239.69
Aromatic
amine
1200
1350
C-N
stretch
2250.0
Nitrile
2220
2260
C=N
1359.83
Alkane
1350
1490
C-H
bend
1431.07
C.
Compound:
Phenacitin
Molecular
formula
:
C10H13NO2
Molecular
structure:
Reference
Functional
Frequency
Molecular
Wavelength
(cm-1)
Group
Range
(cm-1)
Function
2928.01
Alkane
2853
2962
C-H
stretch
3286.61
Amine
1710
-1780
N-H
3071.72
Aromatic
~3030
C-H
stretch
1883.17
Benzene
1667
2000
Overtone
1659.63
Amide
1630
1690
C=O
stretch
1509.03
Aromatic
1450
1600
C=C
stretch
838.07
Aromatic;
para- 800
860
C-H
(out-of-plane
disubstituted
bending)
3131.63
Aromatic
~3030
Ar-H
stretch
1245.08
Ether
1000
1300
C-O
stretch
D.
Compound:
ASA
(Acetylsalicylic
Acid)
Molecular
formula
:
C9H8O4
Molecular
structure:
Reference
Functional
Frequency
Molecular
Wavelength
(cm-1)
Group
Range
(cm-1)
Function
2871.09
Alkane
2853
2962
C-H
stretch
1754.67
Carboxylic
Acid
1710
-1780
C=O
stretch
1693.48
Ester
1630
1780
C=O
stretch
1457.46
Aromatic
1450
1600
C=C
stretch
755.42
Aromatic;
ortho- 735
770
C-H
(out-of-plane
disubstituted
bending)
2032.38
Benzene
1667
2000
Overtone
2699.32
Carboxylic
Acid
2500
3000
O-H
strecth
1219.91
Ester
1020
1275
C-O
stretch
1187.87
1419.53
Alkane
1375
1650
C-H
bend
3050
Aromatic
~3030
C-H
stretch
E.
Compound:
Unknown
A
(Benzoic
Acid)
Molecular
formula
:
C7H6O2
Molecular
structure:
Reference
Functional
Frequency
Molecular
Wavelength
(cm-1)
Group
Range
(cm-1)
Function
2834.94
Alkane
2853
2962
C-H
stretch
1686.42
Carboxylic
Acid
1630
1780
C=O
stretch
934.51
Aromatic
900
920
C-H
stretch
1583.55
Aromatic
1450
1600
C=C
stretch
707.67
Aromatic;
690
710
C-H
(out-of-plane
monosubstituted
bending)
1910.0
Benzene
1667
2000
Overtone
2834.94
Carboxylic
Acid
2500
3000
O-H
strecth
1454.08
Alkane
1375
1650
C-H
bend
3025.00
Aromatic
~3030
C-H
stretch
Experiment
7:
Nuclear
Magnetic
Resonance
(NMR)
Spectroscopy
Analysis
Of
Aspirin-Phenacitin-Caffeine
(APC)
Tablet
1.
Outcome
of
Objectives:
A.
Compound:
ASA
(Acetylsalicylic
Acid)
Molecular
formula
:
C9H8O4
Molecular
structure:
H
Signal
Chemical
Shift
Integral
#H
Multiplicity
Theoretical
Experimental
HA
2.1
2.4
2.278
3
H
Singlet
HB
HC
HD
6.5
8.0
7.196
1
H
Doublet
HE
6.5
8.0
7.409
1
H
Triplet
HF
6.5
8.0
7.665
1
H
Triplet
HG
6.5
8.0
7.942
1
H
Doublet
HH
11.0
12.0
Missing
1
H
Singlet
B.
Compound:
Phenacitin
Molecular
formula
:
C10H13NO2
Molecular
structure:
H
Signal
Chemical
Shift
Integral
#H
Multiplicity
Theoretical
Experimental
HA
2.1
2.4
2.023
3
H
Singlet
HB
HC
HD
5.0
9.0
9.794
1
H
Singlet
HE
6.5
8.0
6.834
2
H
Doublet
HF
HG
6.5
8.0
7.452
2
H
Doublet
HH
HI
3.2
3.8
3.981
2
H
Quartret
HJ
HK
0.7
1.3
1.278
3
H
Triplet
HL
HM
C.
Compound:
Caffeine
Molecular
formula
:
C8H10N4O2
Molecular
structure:
H
Signal
Chemical
Shift
Integral
#H
Multiplicity
Theoretical
Experimental
HA
2.2
2.9
2.491
3
H
Singlet
HB
HC
HD
2.2
2.9
Missing
1
H
Singlet
HE
2.2
2.9
Missing
3
H
Singlet
HF
HG
HH
2.2
2.9
Missing
3
H
Singlet
HI
HJ
D.
Compound:
Unknown
A
(Benzoic
Acid)
Molecular
formula
:
C7H6O2
Molecular
structure:
H
Signal
Chemical
Shift
Integral
#H
Multiplicity
Theoretical
Experimental
HA
11.0
12.0
12.966
1
H
Singlet
HB
6.5
8.0
7.942
2
H
Doublet
HF
HE
6.5
8.0
7.473
2
H
Triplet
HC
HD
E.
Compound:
Aspirin
Molecular
formula
:
C9H8O4
Molecular
structure:
H
Signal
Chemical
Shift
Integral
#H
Multiplicity
Theoretical
Experimental
HA
2.1
2.4
2.257
3
H
Singlet
HB
HC
HD
6.5
8.0
7.218
1
H
Doublet
HE
6.5
8.0
7.388
1
H
Triplet
HF
6.5
8.0
7.644
1
H
Triplet
HG
6.5
8.0
7.942
1
H
Doublet
HH
11.0
12.0
Missing
1
H
Singlet
DISCUSSION
Aspirin,
C9H8O4
which
is
also
acetylsalicylic
acid,
is a
drug
used
to
reduce
fever
and
relieve
mild
to
moderate
pain
from
conditions
such
as
muscle
aches,
toothaches,
common
cold,
and
headaches.
It
may
also
be
used
to
reduce
pain
and
swelling
in
conditions
such
as
arthritis.
Aspirin
is
known
as
a
salicylate
and
a
non-steroidal
anti-inflammatory
drug.
Phenacetin
is
a
synthetic,
white
crystalline
solid
that
is
slightly
soluble
in
water
and
benzene,
soluble
in
acetone
and
very
soluble
in
pyrimidine.
It
was
formerly
known
as
pain-relieving
and
fever-reducing
drug,
which
was
widely
used.
It
is
used
in
research
as
the
preferred
marker
for
detecting
CYP1A2-based
inhibition
potential
in
vitro.
Human
ingestion
of
phenacetin
can
result
in
a
bluish
discoloration
of
the
skin
due
to
a
lack
of
oxygen
in
the
blood
(cyanosis),
dizziness
and
respiratory
depression.
It
is
reasonably
anticipated
to
be
a
human
carcinogen.
The
nature
of
caffeine
reveals
that
it
is
a
bitter
white
crystalline
alkaloid.
It
is
a
common
ingredient
in
a
variety
of
drinks
(soft
and
energy
drinks)
and
is
also
used
in
combination
with
various
medicines.
Caffeine
is
the
most
versatile
compound
in
the
sense
that
almost
every
human
being
is
exposed
to
this
compound
via
various
beverages
and
medicines.
Caffeine
is
widely
used
in
many
soft
drinks
as
flavoring
agent
and
is
deliberately
added
to
make
people
addicted
to
these
drinks.
Caffeine
is
a
naturally
occurring
alkaloid
and
it
can
be
found
in
at
least
63
plant
species
and
is
present
in
their
leaves,
seeds,
and
fruits.
It
is
a
well-
established
fact
that
caffeine
acts
as
a
stimulant
to
the
central
nervous
system
and
heart
and
also
increases
the
activity
of
brain
through
its
adenosine
antagonist
action.
Nowadays,
it
is
most
commonly
used
in
various
pharmaceuticals.
Caffeine
is
used
in
the
treatment
of
mild
respiratory
depression
caused
by
narcotics
and
for
the
treatment
of
circulatory
failure.
Nuclear
magnetic
resonance
spectroscopy,
commonly
referred
to
as
nmr,
has
become
the
preeminent
technique
for
determining
the
structure
of
organic
compounds.
Of
all
the
spectroscopic
methods,
it
is
the
only
one
for
which
a
complete
analysis
and
interpretation
of
the
entire
spectrum
is
normally
expected.
Although
larger
amounts
of
sample
are
needed
than
for
mass
spectroscopy,
NMR
is
non-destructive,
and
with
modern
instruments
good
data
may
be
obtained
from
samples
weighing
less
than
a
milligram.
Infrared
(IR)
spectroscopy
is
one
of
the
most
common
and
widely
used
spectroscopic
techniques.
Absorbing
groups
in
the
infrared
region
absorb
within
a
certain
wavelength
region.
The
absorption
peaks
within
this
region
are
usually
sharper
when
compared
with
absorption
peaks
from
the
ultraviolet
and
visible
regions.
In
this
way,
IR
spectroscopy
can
be
very
sensitive
to
determination
of
functional
groups
within
a
sample
since
different
functional
group
absorbs
different
particular
frequency
of
IR
radiation.
Also,
each
molecule
has
a
characteristic
spectrum
often
referred
to
as
the
fingerprint.
A
molecule
can
be
identified
by
comparing
its
absorption
peak
to
a
data
bank
of
spectra.
IR
spectroscopy
is
very
useful
in
the
identification
and
structure
analysis
of
a
variety
of
substances,
including
both
organic
and
inorganic
compounds.
It
can
also
be
used
for
both
qualitative
and
quantitative
analysis
of
complex
mixtures
of
similar
compounds.
The
identification
of
major
functional
groups
and
major
peaks
were
done
and
the
method
used
was
by
observing
spectrums
obtained
from
FTIR
and
NMR.
In
the
FTIR
experiment,
the
standards
aspirin,
phenacitin,
caffeine
and
acetylsalicylic
acid
(ASA)
and
unknown
A
were
first
mixed
with
KBr
powder
(for
KBr
pelleting
method)
separately
in
an
agate
mortar
and
pestle
in
a
ratio
of
1:99.
The
mixture
was
then
grinded
to
a
fine
powder
before
being
pressed
into
a
pellet
using
handpress
and
die
pin.
The
pellet
formed
was
ensured
to
be
clear
at
center
and
thin
so
that
light
rays
coming
from
the
instrument
can
penetrate
the
pellet.
The
experimental
procedures
were
followed
to
obtain
the
right
size
of
pellet.
The
pellet
was
then
inserted
into
the
FTIR
instrument
and
students
were
taught
the
operational
procedure.
The
accurate
information
were
keyed
in
and
the
standards
and
unknown
in
the
pellet
form
were
then
analyzed
using
FTIR
instrument.
Spectrums
for
each
standards
and
unknown
were
then
obtained
from
the
output
of
the
instrument.
By
observing
the
spectrums
obtained
and
using
the
FTIR
chart
as
a
guide,
major
functional
groups
of
all
standards
and
unknown
were
identified
(as
explained
in
the
results
section).
In
the
NMR
experiment
to
identify
major
peaks
of
standards
aspirin,
phenacitin,
caffeine
and
acetylsalicylic
acid
(ASA)
and
unknown
A,
30
mg
of
the
standards
and
unknown
were
first
weighed.
The
standards
and
unknown
were
then
mixed
with
deuterated
chloroform.
After
the
mixtures
have
been
dissolved,
the
mixtures
of
the
standards
and
unknown
were
the
transferred
to
separate
NMR
tubes
and
enough
deuterated
chloroform
were
added
to
bring
the
total
solution
height
to
4-cm.
The
tubes
were
then
inserted
into
the
NMR
instrument.
Since
NMR
instrument
were
unavailable
for
use,
the
instructor
explained
the
demonstration
of
how
the
instrument
worked.
Spectrums
of
NMR
for
all
standards
and
unknown
A
were
obtained.
Since
no
standards
or
unknown
were
able
to
be
analyzed,
the
instructor
gave
spectrums
of
standards
and
unknowns
from
previous
experiments.
This
also
explained
why
some
results
are
inaccurate.
By
observing
the
spectrums
and
referring
to
1-H
NMR
chart,
major
peaks
of
the
standards
and
unknown
were
identified
(as
explained
in
the
results
section).
The
difference
between
FTIR
method
and
NMR
method
is
that
FTIR
method
was
able
to
analyze
and
give
major
functional
groups
of
samples
analyzed.
But
1-
H
NMR
method
were
able
to
analyze
and
give
major
peaks
of
samples
analyzed.
And
with
the
major
peaks,
molecular
structure
of
samples
analyzed
were
able
to
be
interpreted.
Using
both
data
from
FTIR
and
NMR
spectrums,
which
gave
the
major
functional
groups
and
major
peaks,
unknown
A
were
identified
to
be
benzoic
acid.
Benzoic
acid
(C7H6O2)
is
an
organic
aromatic
monocarboxylic
acid.
The
cobalt
can
synthesize
it
or
manganese
catalyzed
atmospheric
oxidation
of
toluene.
Recently,
benzoic
acid
has
been
prepared
from
toluene
by
employing
TiO2
nanotubes
electrode.
Benzoic
acid
reacts
with
hydrogenating
reagents
to
afford
hexahydrobenzoic
acid.
The
thermal
decomposition
of
the
product
in
the
presence
of
lime
or
alkali
produces
benzene
and
carbon
dioxide.
CONCLUSION
The
major
functional
groups
of
standards
aspirin,
phenacitin,
caffeine
and
acetylsalicylic
acid
(ASA)
were
identified
using
FTIR
spectra
obtained.
The
major
peaks
of
standards
aspirin,
phenacitin,
caffeine
and
acetylsalicylic
acid
(ASA)
were
also
identified
using
NMR
spectra
obtained.
By
observing
both
spectras,
it
is
revealed
that
unknown
A
appears
to
be
benzoic
acid.
REFERENCES
1. Aurnaud
MJ
(1987).
The
pharmacology
of
caffeine.
Prog.
Drug
31:
273.
2. Bolton
S,
Null
G
(1981).
Caffeine,
psychological
effects,
use
and
abuse.
Orthomol.
Psychiatr.,
10(3):
202
211.
3. http://cdn.intechopen.com/pdfs/37067/InTech-
Fourier_transform_infrared_spectroscopy_for_natural_fibres.pdf
4. http://chem.ch.huji.ac.il/nmr/whatisnmr/whatisnmr.html
5. https://www2.chemistry.msu.edu/faculty/reusch/virttxtjml/spectrpy/n
mr/nmr1.htm