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1. FOSSIL FUELS PROVIDE BOTH ENERGY AND RAW MATERIALS SUCH AS ETHENE,
FOR THE PRODUCTION OF OTHER SUBSTANCES
1.1.
TYPES OF REACTIONS
HALOGENATION OF ALKANES
These reactions occur between a halogen and alkanes. These reactions produce an alkyl halide and an
acid. These types of reactions are called substitution reactions, since the halogen is used to
substitute atoms in the alkane.
ADDITION REACTIONS
These reactions occur with unsaturated hydrocarbons (C=C or CC) since the double/triple bond
can be split and used to bond. Addition reactions add substituents to produce a new derivative
(variation of parent chemical).
CONDENSATION REACTIONS
A condensation reaction occurs when monomers combine to form polymers. When the monomers
combine, molecules and atoms from both sides of the monomer are eliminated. These combine from
the eliminated molecules and atoms from the other monomer/s to condense a molecule. In cellulose,
a hydroxyl functional group and hydrogen atom are eliminated and combine to form water molecules.
DEFINITION
Petroleum: Natural mixture of hydrocarbons formed over thousands of years from the remains of
fossilised marine organisms. High pressures and temperatures caused chemical changes that led to the
formation of the petroleum. These gaseous and liquid hydrocarbons were trapped for millions of years
in geological formations. Those deposits are now being mined to provide our society with abundant
energy and plastics.
FRACTIONAL DISTILLATION AND USAGES OF FRACTIONS
SEPARATION INTO FRACTIONS
Crude oil can be separated into various fractions by the process called fractional distillation.
Separation into fractions is based on differences in boiling points of the hydrocarbon components.
Crude oil is vaporised, and the short-chain hydrocarbons with lower B.P. rise further up before
condensation. Long-chain hydrocarbons condense sooner, hence producing the various fractions. Each
of these fractions contain a range of different length hydrocarbons.
USAGE OF FRACTIONS
Note: The lightest fractions are used as fuels (bottled gas, LPG, petrol) or used to manufacture
petrochemicals (plastics, solvents, refrigerants). Heavier fractions (kerosene, diesel) are used as fuels
and lubricating oils. These heavier fractions can undergo thermal or catalytic cracking, to produce
lighter molecular weight hydrocarbons.
IDENTIFY THAT ETHENE, BECAUSE OF THE HIGH REACTIVITY OG ITS DOUBLE BOND, IS
READILY TRANSFORMED INTO MANY USEFUL PRODUCTS
Ethene is more reactive than alkanes, such as ethane. This is due to the high reactivity of its double
covalent bond. This allows it to be transformed into various products, including polymers (polyethene)
and other petrochemicals. Electronegative chemicals, such as halogens, or compounds with highly
electronegative elements, readily react with the C=C bond due to higher e - density.
In the presence of an acid catalyst (sulfuric acid), water addition reacts across an unsaturated carbon
bond to form an alcohol.
C2H4 (l) + H2O (l)
Acid catalyst
CH3CH2OH
HYDROHALOGENATION
Hydrogen halide reacts with an unsaturated carbon bond to form an alkyl halide.
C2H4 (l) + HCl (l) CH3CH2Cl (l)
Ethene + Hydrochloric acid Chloroethane
1.4.
IDENTIFY THAT ETHENE SERVES AS A MONOMER FROM WHICH POLYMERS ARE MADE
Ethene contains an unsaturated C=C bond, which can be split to form two places for bonding. This
means that ethene can become a free radical, and readily react with other radicals, such as another
ethene radical. This means that ethene can form chains of repeating units, called monomer units.
When these monomer units are combined, they form polymers.
1.5.
Ethene undergoes addition polymerisation since it only adds monomer units, without condensing a
molecule which occurs in condensation polymerisation. Polyethene is produced from this, hence it is
called an addition polymer. The longer the polymer chains, the higher the dispersion forces due
increased surface area, resulting in a stronger polymer.
1.6.
Heat
RO + RO
Free radicals react with the C=C bond in ethene, producing an activated monomer radical. This is
called initiation
RO + CH2=CH2 ROCH2CH2
Activated monomer radicals combine with ethene monomers and build up chain length. Growing
chains can back bite, where the monomer radical bends back and take a hydrogen from one of its
own carbon atoms. This relocates where it bonds, resulting in branching chains.
1. ROCH2CH2 + CH2=CH2 ROCH2CH2CH2CH2
2. ROCH2CH2CH2CH2 ROCH2CHCH2CH3
3. ROCH2CHCH2CH3 +
ROCH2CH2CH2CH2
This process continues indefinitely if
left to proceed. This is called chain
propagation.
Chain growth eventually stops. This is called chain termination. This could occur if free radicals
combine together, or a hydrogen atom attaches to the end of a free radical.
RO + RO R-O-O-R
RO + ROCH2CH2 ROCH2CH2OR
ROCH2CH2 + H ROCH2CH3
The polymer formed is highly branched. These branches prevent the polymer chain from packing
together (hence low density) and forming crystals, so the dispersion forces between the chains are
weakened.
Properties:
Boiling point
~80oC
Soft/Hard
Soft
Rigid/Flexible
Flexible
Chemical
Yes
resistant?
HIGH DENSITY POLYETHENE
Applications:
Garbage cans
Flexible film wrap
Plastic squeeze bottles
Electrical insulation
High density polyethene (HDPE) is manufactured using various catalytic methods. One of these is a
low pressure (~20 atm), addition polymerisation of ethene on a titanium/aluminium catalyst @ 80100oC.
Surface polymerisation on the catalyst, produces linear polymers with little branching. Therefore, the
polymer chains are more packed together (high density) forming crystals, so the dispersion forces
between the chains are strengthened.
Properties:
Boiling point
~135
C
Soft/Hard
Hard
Rigid/Flexible
Rigid
Chemical
resistant?
Yes
Applications:
Plastic crates
Rubbish bins
Petrol tanks
Glove boxes
Rigid agricultural pipes
1.7.
A wide variety of addition polymers are commonly used in the industry. Ethene monomers can be
modified by adding functional groups (X).
n(CH2=CHX) -(-CH2-CHX-)-n
COMMON
SYSTEMATIC NAME
NAME
VINYL
CHLORIDE
Chloroethane
STYRENE
Phenylethylene/ethenylbe
nzene
1.8.
DESCRIBE THE USES OF THE POLYMERS MADE FROM THE ABOVE MONOMERS IN
TERMS OF THEIR PROPERTIES
~160o
C
Soft/Hard
Hard
Rigid/Flexible
Rigid
Applications:
Guttering
Credit cards
Waste water pipes
Chemical
Yes
POLYSTYRENE (X=C 6 H 5 )
resistant?
Styrene (ethenylbenzene or Phenylethylene) monomers are used to manufacture polystyrene or PS.
The phenyl functional group, which is a benzene ring, is large and bulky. This causes the polymer to
be quite physically rigid, as well as form stronger dispersion forces due to increased surface area.
Properties:
Applications:
CD packaging
Boiling point
~240
Plastic drinking
C
glasses
Soft/Hard
Hard
Styrofoam
Rigid/Flexible
Rigid
Disposable drinking cups
Chemical
Yes
Fast food containers
resistant?
Packing material
Styrofoam is produced from the blowing of gases through molten polystyrene before cooling and
solidification (thermosetting). Styrofoam is lightweight and an excellent insulator.
o
Sunlight
C6H12O6 (aq) + 6O2 (g). The solar energy is stored in the glucose, which means it can be used as a
source of energy. Furthermore, the combustion of biopolymer is carbon neutral since the CO2 is able
to be reabsorbed by other trees.
However, biomass is not ready for large scale production, since it faces several issues. The largest
concern faced by biomass production, is the scarcity of land. A plantation dedicated to biomass
production, would span a massive area which would be expensive. Furthermore, the land will
become infertile if unmanaged, due to the removal of local flora which removes a source of nutrients
from decomposing leaf matter.
These issues are further complicated by the hampered research into the development of alternatives
for crude oil, due to the low cost and current availability of oil.
2.2.
Condensation polymer: A polymer formed from the combination of monomers, which condenses a
smaller molecule during each step of the polymerisation.
Biopolymer: A naturally occurring polymer such as cellulose, starch and gluten.
Cellulose is a condensation polymer, and is one of the most abundant in nature. It is a complex
carbohydrate or polysaccharide. Carbohydrates contain C, H and O atoms, as well as many alcohol
functional groups. (Glucose is a monosaccharide)
2.3.
1.
2.
3.
4.
5.
2.4.
STRUCTURE OF GLUCOSE
Glucose (C6H12O6) is a ring molecule. The hydroxyl
function group (-OH), may be oriented above or below
the ring at the carbon atom. This produces alpha (down) and beta (above) glucose.
STARCH
Starch is a condensation polymer formed when alpha-glucose monomers condense together. Due
to the fact the alpha-glucose has its hydroxyl groups in the same orientation on both sides, the polymer
formed would be linear.
FORMATION AND STRUCTURE OF CELLULOSE AND HOW ITS FOUND AS A MAJOR COMPONENT
OF BIOMASS
FORMATION
Cellulose is a condensation polymer formed when beta-glucose monomers condense together.
During condensation polymerisation, a hydroxyl group and hydrogen atom are eliminated from
opposite ends of the glucose monomer. This leaves an oxygen atom to bond the monomers. Due to
the fact the hydroxyl function groups alternate in orientation in beta-glucose, each consecutive
monomer unit has to invert. Hence, cellulose would have a linear structure.
STRUCTURE
Due to the hydrogen bonding present within the molecule, cellulose is insoluble because the
intermolecular forces are extremely strong. Since cellulose is a relatively linear molecule, due to its
alternating nature of its glucose units, this means that it can produce a high density molecule.
Through higher density, means more surface area resulting in high dispersion forces.
MAJOR COMPONENT OF BIOMASS
Cellulose is a major component of biomass. It is formed from the condensation polymerisation of
glucose, and as such contains the solar energy captured from the sun. Through fermentation,
the cellulose can be converted to ethanol, where it can undergo dehydration: CH3CH2OH CH2CH2
+ H2O. This produces ethene which can be used as fuel.
2.5.
CARBON-CHAIN STRUCTURE
Cellulose contains a basic carbon-chain structure which is common in many compounds used within
the petrochemical industry. Since it is readily abundant and renewable, it serves as an alternative
to non-renewable fossil fuels. I.e. Petroleum, nature gas.
POTENTIAL AS RAW MATERIAL
Although cellulose can be converted into ethanol, the energy required to break the strong hydrogen
bonds prevent it from being economically viable. Currently, cellulose is an abundant raw material,
given advances in usage of E. coli to mass produce cellulose. If the cellulose can be broken down, it
may serve as a virtually unlimited potential given its abundance and chemical composition. (Alternative
to crude oil for a source of hydrocarbons)
DESCRIBE THE DEHYDRATION OF ETHANOL TO ETHENE AND IDENTIFY THE NEED FOR
A CATALYST IN THIS PROCESS
The dehydration of ethanol removes a water molecule, to produce ethene and water. However due
to the strong hydrogen bond between the hydroxyl functional group (-OH) to the CH3CH2 chain, the
activation energy would be too high to be economically viable. Hence a catalyst is required to lower
the activation energy of the reaction to occur, by providing an alternative pathway for the reaction.
Usually the catalyst used for the dehydration of ethanol is concentrated sulfuric acid.
3.2.
The hydration of ethene addition reacts to produce ethanol. The C=C bond in ethene is split to allow
water to form bonds with the water. The water molecule splits into H and OH. The hydroxyl function
group drastically changes the property of the molecule due to the polarity of the hydroxyl (-OH)
function group.
However, unlike the dehydration of ethanol which requires the breaking of hydrogen bonds, the
hydration of ethene requires the breaking of the reactive C=C bond. Hence, the hydration of
ethene requires only a weak catalyst for the reaction to occur. Usually the catalyst used for the
hydration of ethene into ethanol would be dilute sulfuric acid.
3.3.
DESCRIBE AND ACCOUNT FOR THE MANY USES OF ETHANOL AS A SOLVENT FOR
POL AR AND NON-POLAR SUBSTANCES
The structure of ethanol, CH3CH2OH accounts for its use as a solvent for polar and non-polar
substances. The polar hydroxyl function group (-OH) allows ethanol to behave like a polar solvent,
as the electronegative species are able to dissolve through dipole-dipole interactions or
hydrogen bonding.
Furthermore, the non-polar CH3CH2 chain allows ethanol to also behave as a non-polar solvent, as the
long chain can dissolve through dispersion forces which are prominent in the chain.
3.4.
OUTLINE THE USE OF ETHANOL AS A FUEL AND EXPL AIN WHY IT CAN BE CALLED A
RENEWABLE RESOURCE
Ethanol is a renewable fuel source, which provides several advantages over its counterparts, such as
petrol, kerosene and diesel. Ethanol is able to combust with 3 moles of oxygen, which means it can
combust completely and avoid the production of toxic by-products, such as CO and C. In comparison,
octane fuel requires 12.5 moles of oxygen gas. As such, the use of ethanol increases the
chances of complete combustion, and carbon monoxide emissions can be reduced drastically.
Furthermore, ethanol is easily transportable and has a molar heat of combustion of 1360kJ/mol
which is a fairly high energy output per mole. It is also already being used as a 10-20% mixture with
existing petrol.
Ethanol is a renewable resource due to the fact it is derived from glucose, which can be extracted
from plant matter. Sugar cane farming produces high levels of glucose, and is an effective primary
source. Due to the fact glucose can be obtained from most plant matter, it can be easily
regenerated, hence renewable.
3.5.
CONDITION
REASON
GLUCOSE
SOLUTION
Glucose must be in an aqueous form for the yeast to catalyse the reaction
YEAST
ANAEROBIC
CONDITIONS
If oxygen is present during the reaction, the products would be CO 2 and H2O
35OC 37OC
The maximum rate of reaction possible at 37oC since the yeast will die past
this point
3.6.
The fermentation of glucose involves the use of yeast, to produce an enzyme complex known as
zymase. This catalyses the processes of glucolysis, which is the chemical decomposition of
glucose into ethanol and carbon dioxide. The maximum concentration possible using this
technique is 15% ethanol, after which the yeast will die (ethanol is toxic).
3.7.
DEFINE THE MOLAR HEAT OF COMBUSTION OF A COMPOUND AND CALCUL ATE THE
VALUE FOR ETHANOL FROM FIRST-HAND DATA
Molar heat of combustion: The amount of energy released in the form of heat when one mole of a
substance is combusted to form products at 100kPa and 25oC.
Ethanols molar heat of combustion = 1360kJ/mol
3.8.
Advantages
Ethanol is a renewable resource, reducing
the consumption of non-renewable
resources.
Greenhouse gas emissions could be reduced
due to cleaner combustion of ethanol.
Disadvantages
Larges areas of land would be devoted to the
cultivation of suitable plants. I.e. Sugar cane.
This would lead to erosion, deforestation,
salinity, and several other issues.
Majority of produced biomass is unused,
resulting in waste.
Process of ethanol production requires energy,
which is sometimes higher that the energy
produced by the ethanol.
Ethanol is more expensive to obtain than
petrol.
Harvesting of crops and distillation of product
releases CO2.
Ethanol produces less energy per mole than
octane.
Engine modifications are required for 20% +
concentration.
EXPL AIN THE DISPL ACEMENT OF METALS FROM SOLUTION IN TERMS OF TRANSFER OF
ELECTRONS
When a metal displaces a metal ion in a solution through displacement reaction. Zn (II) (s) + CuSO 4 (aq)
Cu (II) (s) + ZnSO4 (aq). This occurs because the metal is more reactive than the metal ion.
During a displacement reaction between two metals, a metal becomes an ion, and a metal ion
becomes a metal. Hence, a transfer of electrons has occurred.
4.2.
IDENTIFY THE REL ATIONSHIP BETWEEN DISPL ACEMENT OF METAL IONS IN SOLUTION
BY OTHER METALS TO THE REL ATIVE REACTIVITY OF METALS
In a displacement reaction between a metal and metal ions in a solution, if the metal is more
reactive than the metal ion, it will displace the metal ion. This is due to the fact that more
reactive metals will lend electrons more easily, called oxidation. Hence the metal will lend
electrons to the metal ion. The metal will lose charge, and become positively charged to become a
cation, whereas the metal ion will accept those electrons to become neutral, hence forming a metal.
4.3.
DEFINITIONS
TERM
DEFINITION
OXIDATION
To lose electrons
REDUCTION
To gain electrons
OXIDATION
STATE
REDOX
EXPL ANATION
Oxidation: When a species is oxidised, the metal loses electrons. When it loses electrons, it becomes
positively charged. Hence, its oxidation state increases.
Reduction: When a species is reduced, the metal gains electrons. When it gains electrons, it becomes
negatively charged. Hence, its oxidation state decreases.
CONCLUSION
4.4.
DESCRIBE AND EXPL AIN GALVANIC CELLS IN TERMS OF REDOX REACTIONS | OUTLINE
THE CONSTRUCTION OF GALVANIC CELLS AND TRACE THE DIRECTION OF ELECTRON
FLOW | DEFINE THE TERMS ANODE, CATHODE, ELECTRODE AND ELECTROLYTE TO
DESCRIBE GALVANIC CELLS
PURPOSE
ELECTRODE
S
CATHODE
ANODE
HALF CELL
SALT
BRIDGE
Contains an ionic solution. The ions will flow into their respective half cells to prevent
charge accumulation. This would otherwise stop the redox reaction.
ELECTROLY
TE
A solution which contains ions. Allows for the redox reaction to occur.
GALVANIC
CELL
Undergoes redox reactions to produce a flow of electrons. This can be used to generate
current.
DEFINITIONS
TERM
DEFINITION
GALVANIC CELL
OXIDISING
AGENT
[OXIDANT]
REDUCTION
AGENT
[REDUCTANT]
DEFINITIONS
TERM
DEFINITION
ISOTOPE
STABLE ISOTOPE
UNSTABLE/RADIOACTIVE
ISOTOPE
TYPE OF
RADIATION
PARTICLE/EMR
RELEASED
ALPHA ()
Helium Nuclei
0
He
BETA ()
Electron
GAMMA ()
Gamma radiation
5.3.
-1
PENETRATING
POWER
IONISATION
ENERGY
CHARGE
Low (paper)
High
2+
Moderate
(aluminium)
Low
1-
High (lead)
Low
TRANSURANIC ELEMENTS
Transuranic elements are elements that have an atomic number greater than 92 (Uranium).
Transuranic elements are synthesised in nuclear reactors or high-energy particle accelerators. 93
(Neptunium), 94 (Plutonium) and 95 (Americium) are produced in nuclear reactors.
PRODUCTION OF TRANSURANIC ELEMENTS
NUCLEAR REACTOR VS PARTICLE ACCELERATOR
Nuclear reactor: Used for production of elements 93-95
Particle accelerator: Use for production of elements >95
PRODUCTION BY NUCLEAR REACTOR
Plutonium-239: 23892U + 10n [Neutron added] 23992U 23993Np + 0-1e [Beta Decay], then 23993Np
239
0
94Pu + -1e [Beta decay]
Note: Neutron bombardment of 23892U to produce 23992U, uses neutrons produced from fission within a
nuclear reactor.
Technetium-99: 9842Mo + 10n [Neutron Bombardment] 9942Mo + [Gamma Decay], 9942Mo 99m43Tc +
-1
0e [Beta Decay]
The technetium-99m (m=metastable radioactively decay), will then decay into technetium-99 through
gamma decay. The gamma rays will be used to treat cancers.
5.5.
INSTRUMENT
PROCESS
GEIGER
COUNTER
PHOTOGRAPHIC
FILM
Radiation causes silver salts in film to form silver crystals, which make the film
darker.
CLOUD
CHAMBERS
Radiation ionises air. An alcohol vapour condenses around the ions, producing visible
trails.
5.6.
TYPE
NAME
MEDICAL
Technetium99m
INDUSTR
IAL
Cobalt-60
USAGE
Half-life of 6 hours
Produces gamma radiation which can be used to image the human
body
Ideal for medical usage since it is not readily absorbed by the
organs
Half-life of 5.3 years
Produces gamma radiation which can be used to measure the
integrity of materials
Ideal for industrial usage due to long half-life, requiring less
replacement