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UNIVERSITI PENDIDIKAN SULTAN IDRIS
SKO 3013
BASIC ORGANIC CHEMISTRY
LABORATORY REPORT 3
EXPERIMENTS FOR HYDROCARBONS
NAME MATRIC NUMBER
SITI NOR AMIRA BT MOHMAD
NOOR
D20091035073
NORHIDAYAH BINTI MOHD
AMIN
D20091035082
PENDIDIKAN SAINS
SEMESTER 1 (2011/2012)
LECTURER:
DR SARIPAH SALBIAH BT SYED ABDUL AZZIZ.
Experiment 3: Hydrocarbon
Objective:
Upon completion of this experiment, students should have learned :
1. Some reactions of hydrocarbon
2. Chemical and physical properties of hydrocarbon
3. Comparison of different classes in hydrocarbon
Introduction:
Qualitative organic analysis is for identification and characterization of unknown organic
compounds. It is an important part of studying the organic chemistry. Every chemist must
learn the appropriate methods for establishing to identify the organic compound. In this
experiment, you will be issued with unknown compounds and will be asked to identify it
through chemical methods.
With general unknown, you must first determine the class of compound to which the
unknown belongs, that is identify its main functional group, then you must determine the
specific compound in that corresponds to the unknown.
Procedure:
1. Alkane reactions
A. Ignition test
Small amount of heptane placed on spatula. Placed it in the flame of a Bunsen burner
Sooty flame result observed
B. Bromine test
Small amount of 0.5% bromine in CCl4 placed in 2 test tube (A and B)
5-10 drops of heptane added in both test tubes and shaked well
Test tube A, in dark room (cabinet)
Test tube B, expose to sunlight
Observed (after 30 minutes)
C. Bayer test
Aqueous solution of KMnO4 slowly added drop by drop while shaking into 2ml
heptane
Colour changing observed within 1minute
D. Sulphuric acid test
3-4 drops of heptanes added slowly into 2ml H2SO4 in a test tube
Colour change recorded
2. Alkenes Reactions
Step A, B, C and D was repeated by replaced heptanes with cyclohexene
3. Alkynes Reactions
A. Bromine test
Acetylene gas trapped in tube and close with rubber stopper
5 drops bromine solution added in the tube (contain acetylene gas)
Shake it well
Observation recorded after 30 minutes
B. Baeyer test
Acetylene gas trapped in a test tube
5 drops of KMnO4 (aqueous solution) added in test tube, and shakes well
Colour changes (reagent) observed within 1minute
Result:
ReagentTest
Difference between alkanes , alkenes and alkynes.Heptane cyclohexene Acetylene
Ignition Reaction
Less sooty Yellow flame Less dark of
sooty.
More sooty Yellow flame Dark of sooty.
-
Bromine test(sunglight)
No colour change
Decolourise the Bromine water
(colourless)
Decolourise the Bromine water
(colourless)
Bromine test(dark room)
No colour change
Decolourise the Bromine water
(colourless)-
Bayer test No colour
change. Purple to
brown colour
Colourless Precipitated
Sulphuric Acid test
Decolourise (colourless)
Brown colour -
Discussion:
Hydrocarbons are the simplest organic compound it containing only carbon and hydrogen. It
can found in straight chain, branced chain, or cyclic molecules. Carbon tend to form four
bond in a tetrahedral geometry. Alkanes, alkenes and alkynes are hydrocarbons.In this
experiment we used heptane, cyclohexene and acetylene to represent alkanes, alkenes and
alkynes.
We conduct the experiment for alkanes, alkenes and alkynes to identify the chemical and
physical properties of hydrocarbon. And we also can determine the comparison of different
classes in hydrocarbon. We know the general formula to identify alkane is CHnH2n+2, for
alkenes is CHnH2n and for alkynes CHnH2n-2. Beside that, the physical state for alkanes are its
members having 1-4 carbon atoms per molecule are gases 5-17 carbon atoms are liquids and
18 or more are solids at room temperature, then for alkenes its members having 2-4 carbon
atoms per molecule are gases 5-15 carbon atoms per molecule are liquids and the higher
members are solids and last for alkynes its members having 2-4 carbon atoms per molecule
are gases5-13 are liquids and the higher members are solids. After that, alkanes, alkenes and
alkynes has their melting and boiling point. the melting and boiling point will increase as
increase in molecular mass. so alkynes has higher melting and boiling point because their
molecular mass is higher.
From ignition test, we are observe the sooty flame result for heptane and cyclohexene.
Heptane produce less sooty yellow flame and less dark of sooty while cyclohexene produce
more sooty yellow flame and dark of sooty. It’s occurs because the percentage of carbon in
cyclohexene is higher than heptane. Then them producing CO2, H2O and heat.
After that, we conduct the bromine test to heptane, cyclohexene and acetylene. In heptane the
color of bromine water is is not change in two condition either in sunglight or dark room . It
is because heptane not undergo the reaction as they are saturated. For cyclohexene the colour
of bromine water is decolourise. It is because cyclohexene undergo the reaction with light.
Besides, it also undergo in dark room. At below the reaction of cyclohexene is occurs in dark
room :-
when used as bromine water, the corresponding bromohydrin is formed instead. On
approaching the electron dense area of the p bond of cyclohexene, the bromine molecule
becomes polarized. The electron density of the bromine is shifted, so that one bromine is
partially positive and the other is partially negative charged. The Br-Br bond is heterolytically
cleaved. The positively charged bromine atom acts as an electrophile, reacting with the C=C
double bond. A cyclic bromonium ion is formed. The subsequent attack of the bromide ion on
the three-membered ring can proceed only from the back-side, because the front-side attack is
sterically hindered. For acetylene it also decolorise the colour of Bromine water. Its reaction
same as cyclohexene.
H-C≡C-H + Br2 H(Br)C=C(Br)H (colourless)
For bayer test, heptane not undergo the reaction and the result is no colour change.while in
cylohexene permanganate convert cyclohene into diol and it course of the reaction purple
manganate is reduced to brown. Then the precipitate occurs. That precipitate is manganese
dioxide.
For acetylene the colour change to colourless and contain the precipitate it occurs when
acetylene react with kMnO4 it will produce acetylene into diol and decolourise the purple
colour of kMnO4.
For the suphuric acid test heptane decolorise while cyclohexene turn to brown colour this is
because the electrophilic addition reaction between cyclohexe and sulphuric acid. the pi bond
breaks and the pair of electrons is used to form a bond with the hydrogen atom. Then the
electrons in the hydrogen-oxygen bond are pushed on to the oxygen atom giving it a full
negative charge. After that, the lower carbon atom in the original C=C bond becomes
positively charged because the electron it originally supplied to the pi bond has been moved
away to form the new bond.
Conclusion:
From ignition test the alkenes group produce more sooty and yellow flame.
In Bromine test alkanes not undergoes any reaction but alkenes and alkynes undergoes
reaction and the bromine water decolourise.
In Bayer test,alkane not undergo the reaction the result is no colour change in alkenes
it turn to brown and for alkynes it will colourless because the reaction fully react and
precipitate is form.. The precipitate is manganese dioxide.
Sulphuric acid decolourise in heptane and brown colour in cyclohexane.
References:
Diperolehi oktober 29, 2011 daripada http://hyperphysics.phy-astr.gsu.edu/hbase/organic/
hydrocarbon.html
Diperolehi oktober 29, 2011 daripada http://www.scribd.com/doc/52376425/4-Comparing-alkanes-and-alkenes-AE
Brown colour
Diperolehi oktober 29, 2011 daripada http://www.tutorvista.com/content/chemistry/chemistry-i/coal-petroleum/alkyne-alkene-alkane.php
Laboratory Manual SKO 3013 Basic Organic Chemistry.