Organic chem - 2 Flashcards
What are the 4 points about crude oil?
- Crude oil is a fossil fuel. It is formed by the decomposition of dead bodies of creatures that died millions of years ago.
- It is pumped from under the ground or sea.
- Thick, black, viscous, pungent liquid , = no use in this form.
- It is found in large quantities in countries like Iran,
the North Sea, the USA, Russia etc.
What does crude oil consist of?
A mixture of hydrocarbons –> mixture means not chemically combined
What does the types of hydrodro carbons present in oil depend on?
Where it is found in the world.
What can the hydrocarbons be?
They may be small chained molecules e.g ethane, or may consist of many carbon atoms.
What are the smaller hydrocarbons (b.p & uses?
They are volatile & low boiling points. Used as fuels or chemical feedstock.
What are the larger hydrocarbons like?
They are heavy and may be used in heavy industry or may be broken down into smaller molecules (thermal or catalytic cracking)
What is fractional distillation?
Fractional distillation is a process that is used to separate the crude oil into its components.
Why can fractional distillation method be used?
This method can be used as the oil is a mixture of molecules.
What is the principle involved in fractionation of crude oil?
The principle involved is that the oil is separated into ‘fractions’ on the basis of the different boiling points of the compounds.
What is a positive of the principle?
These ‘fractions’ are now more useful and can be used for various purposes.
What is the first stage in the fractionation of crude oil?
- The crude oil is heated to high temperatures and is fed into large fractionating towers. These towers may be 80m high.
What is the second stage in the fractionation of crude oil?
- The tower is kept at a high temperature at the bottom.
What is the third stage in the fractionation of crude oil?
- As you go up the tower there are trays present to collect the ‘fractions’.
What is the fourth stage in the fractionation of crude oil?
- The temperature decrease as you ascend the tower.
What is the fifth stage in the fractionation of crude oil?
- As the crude oil rises up the tower the fractions will reach a temperature that is just bellow their boiling point and turn into liquids which collect on the tray.
What is the sixth stage in the fractionation of crude oil?
- The heavier hydrocarbons will condense first, while the lighter hydrocarbons will rise higher and condense higher up the tower.
What is C1-C4?
1 + 2
- Gas
- Refinery fuel
- Liquefied from propane or butane gas (LPG).
What is C5-C10?
1 + 2
- Light gasoline
- Motor fuel –> what we get petrol from
What is C7-C10?
1 + 2
- Naptha (v.important)
- Petrol
- Feedstock for petrochemical industry
What is C10-C14?
1 + 2
- Kerosene
- Fuel for planes
- Paraffin lamps/stoves
What is C14-C40?
3
- Gas oil and heavy gas oil
- Diesel oil
- Lubricating oil for engines
What is C35 and upwards?
1 + 3
- Residue
- Heavy industrial fuel
- Used in catalytic cracking
- Bitumen for road surfaces
What is natural gas a mixture of?
Natural gas is a mixture of hydrocarbons.
What is natural gas usually made up of?
Usually made up of methane, ethane, propane and butane.
Where in the world are gas fields made up mainly of methane (95%)?
The North Sea and Kinsale gas fields.
What is the natural gas in the USA mainly made up of?
Propane and butane.
What are propane and butane sold as in Europe?
Sold as liquefied petroleum gas (LPG)
Does natural gas have an odour?
No its odourless.
What compounds are added to the natural gas before distribution and why?
Mercaptans, for safety reasons
Why is mercaptans added for safety reasons?
Mercaptans have a strong smell so this alerts to a leakage.
What do a lot of industries that are using natural gas as a reactant have to do?
The mercaptans have to be removed if it is going to be used as a raw material.
What must the petrol and oxygen do to ensure the engine runs smoothly?
The petrol and oxygen must ignite and explode evenly at the correct time to ensure the engine runs smoothly.
What causes auto-ignition (‘knocking’)
It is caused by poor quality petrol (long straight molecules)
When does ‘knocking’ happen?
‘Knocking’ happens if the petrol and oxygen explode due to an increase in pressure in the engine instead of the explosion being caused by a spark (from the spark plugs)
What does ‘knocking’ damage?
It can damage the engine and lead to loss of power.
What happens if the petrol is rich in straight chained hydrocarbons?
Auto-ignition occurs.
How does petrol rich in branched chained hydrocarbons burn?
Burns more smoothly and efficiently
Draw the structural formula of 2,2,4-trimethylpentane.
Drawn
Draw and name the other reference molecule.
Heptane, drawn
What is the octane number of 2,2,4 trimethylpentane?
100
What is the octane number of heptane?
0
Define octane number
The measure of the tendency of a fuel to resist auto-ignition.
Why is 2,2,4 trimethylpentane (iso-octane) given an octane number of 100?
As it is one of the most efficient.
In straight chained hydrocarbons, the shorter the alkane the ………. the octane number.
Higher
In branched-chained hydrocarbons, the grater the number of branches the ……… the octane number.
Higher
Do cyclic and aromatic hydrocarbons have a high or low octane number?
High
What octane number can a ‘good’ quality petrol have?
97
What are the 3 structural features of alkanes that prevent autoignition?
- Short chained
- Highly branched
- Cyclic/aromatic i.e benzene
What is the first solution to auto-ignition? (additive)
- Add lead to the petrol.
- Added in the from of tetraethyl lead
Is leaded petrol safe?
No it is toxic, harmful to the environment and peoples health. (Phased out due to this reason)
Is unleaded petrol more or less expensive?
More expensive
What does isomerisation (reforming) involve? (2nd solution to auto ignition)
- It involves changing straight-chained hydrocarbons into branched-chained isomers.
- Burns more smoothly = higher octane number.
What does dehydrocyclization (reforming) involve? (3rd solution to auto-ignition)
- Involves the conversion of straight-chained hydrocarbons to form ring compounds.
- The converted into aromatic compounds.
- Done in the presence of a catalyst. = ‘dehydro’ = high octane number & carcinogenic.
What does catalytic cracking (reforming) involve? (4th solution to auto-ignition)
- Involves breaking down long chained hydrocarbons for which there is a low demand into short chained molecules for which there is a high demand = higher octane number & highly branched.
What is addition of oxygenates? (last solution to auto-ignition)
The addition of oxygen compounds to the petrol
What are the two types of addition oxygenates?
- Addition of alcohols i.e methanol (octane no. 114)
- Addition of ethers i.e methyl tert-butyl ether (octane no.118)
What does (a) addition of alcohols & (b) addition of ethers do?
(a) Increase the octane number of the petrol and (b) they also cause less pollution as they reduce the level of carbon monoxide in the exhaust fumes.
Define reforming
Reforming involves changing straight chained hydrocarbons into branched chained hydrocarbons or cyclic hydrocarbons.
Define cracking
Cracking involves changing long chained hydrocarbons for which there is low demand, into short chained hydrocarbons for which there is high demand.
Define auto-ignition
The early explosion of petrol-air mixture caused by increasing pressure in the engine.
Define octane number
The octane number of a fuel is the measure of its tendency to resist ‘knocking’.
What is a catalytic converter?
A catalytic converter is fitted to car exhausts to reduce pollution from the exhaust fumes.
What do exhaust fumes contain if leaded petrol is used?
- Carbon monoxide, nitrogen monoxide, nitrogen dioxide, lead compounds & unburned hydrocarbons.
What does the catalytic converter do?
It changes harmful gases into harmless gases.
What is an example of a catalytic converter changing these harmful gases to harmless gases?
CO + NO –> CO2 + 1/2 N2
=> able as it has a high energy triple bond.
What does the catalytic converter contain and where?
It contains catalysts such as platinum, palladium and rhodium inside a stainless steel case.
What does the inside of a converter look like?
A honeycomb
What does the honeycomb arrangement in the converter allow for?
- A large surface area = increased removal of harmful gases into harmless gases such as carbon dioxide and nitrogen.
What does the lifetime of a converter depend on?
- The type of petrol used
Does the lifetime of a converter shorter when using leaded or unleaded petrol?
Leaded
What is the policy that all new cars are fitted with catalytic converters?
- EU, 1993
Why is ethene a very important organic compound?
As it is the ‘building block’ from which many plastics are made.
In the laboratory what is ethene prepared by?
A dehydration reaction of ethanol. Dehydration means removing water. This is an example of an elimination reaction.
What is the apparatus for the preparation ethene?
- Boiling tube
- Retort stand
- Glass tubing
- Water bath
- Test tubes
- Bunsen burner
- Rubber bung
What are the materials for the preparation of ethene?
- Ethanol
- Aluminium oxide
- Water
What is the physical appearance of ethene?
Colourless with a sweetish smell.
What is ethenes solubility in water?
The gas in insoluble in water as water is a polar solvent and ethene is non-polar therefore ethene does not form hydrogen bonds with water. This is why ethene can be collected by the displacement of water.
What is the combustion of ethene?
- When a lighted taper is placed in a test tube of ethene a luminous flame is observed. A small amount of smoke may also be produced. If limewater is added after burning, the limewater goes ‘milky’.