Chapter 12: Alkanes Flashcards
What are intermolecular forces
- Forces in between molecules
- 3 types: Hydrogen Bonds, Van der Waals, Dipole- dipole forces
What are Van der Waals forces
- At any moment there could be more electrons at 1 end just through chance
- This results in the formation of a slight negative charge at 1 end of the atom and other side slight positive charge - instantaneous dipole
- This instantaneous dipole can cause the formation of an instantaneous dipole in other atoms - causes a weak attractive force between different atoms
What are alkanes
- Saturated Hydrocarbons
- Used as fuels, lubricants and starting materials
- Main source of alkanes is crude oil
- Among the least reactive groups
What are dipole- dipole forces
- The arrangement of polar bonds can result in a molecule becoming polar overall
- Dipoles on different molecules can interact
- This causes an attractive force between different molecules. Dipoles are permanent in a molecule making them stronger Van der Waals
What are the properties of Alkanes
- Polarity - Almost non-polar because the electronegatives of carbon and hydrogen are the similar. Only van der Waals forces.
- Boiling Points - higher intermolecular forces, boiling point increases
- Solubility - Alkanes are insoluble in water because water is held by hydrogen bonds which are stonger than Van der Waals forces
How does Fractional Distillation work
- Crude oil is vaporised by heating in a furnace
- The vapour is passed into a tower which is hot at the bottom and cold at the top
- As the vapour rises it cools
- Molecules will condense at different heights in the tower as they have different boiling points
- The larger the molecule, the lower in the column it condenses
What are some of the fractions
- C1-C3 - gases - fuel on site
- C1-C12- Gasoline/petrol (naptha) - cars
- C12 - C16 - Kerosene/Paraffin - Jet fuel, lighting
- C15 - C18 -Diesel Oil - Lorries and taxis
- C19-C35 - Lubricating oil/ waxes - candles and waxes
- C35-C70 - fuel oil - ships/power stations
- C70< Tar/ Bitumen - Roads and roofing
What are the 2 different cracking methods:
- Thermal Cracking
- Catalytic Cracking
What is cracking
- When long chain hydrocarbons are broken into smaller molecules or compounds
- An alkane is always a product of cracking
- Small chain molecules are more useful to industry and so have a higher demand and value
What is Thermal Cracking
- Involves heating alkanes at high temperatures (700-1200k) and high pressures (7000kPa)
- Initially 2 shorter chains are produced, each ending in a carbon atom with an unpaired electron (free radicals). They are highly reactive intermediates and react to form shorter chain molecules
- Products: Short alkanes and alkenes
- Use of products: Producing polymers and other chemicals
What is Catalytic Cracking
- Takes place at lower temperatures (720K) and slight/ lower pressure (more than atmospheric)
- Catalyst: Zeolite consisting of silicon dioxide and aluminium oxide - have a honeycomb structure with an enormous surface area
- Products: Branched alkanes, cycloalkanes and aromatic hydrocarbons
- Use of products: Produce motorfuels
What are the pollutants from burning alkanes
- Carbon monoxide
- Carbon (soot)
- Sulfur dioxide
- Nitrogen Oxides
- Unburned Hydrocarbons
Carbon monoxide
Chemical Formula, How it is formed, problem caused, ways to reduce the problem
- CO
- Incomplete Combustion
- Binds irreversibly to haemoglobin - results in suffocation
- Provide more oxygen
Carbon (soot)
How it is formed, chemical formula, Problem caused, ways to reduce the problem
- C
- Incomplete Combustion
- They are dangerous as they pass deep into lungs and aren’t removed. Can block engine parts, less energy given out, less powerful, engine needs to burn more fuel - increased cost. Can cause global dimming
- Provide more oxygen
Sulfur dioxide
Chemical Formula, How it is formed, problem caused, ways to reduce the problem
- SO2
- During combustion of the fuels sulfur dioxide is formed
- This is an acidic oxide and can react with water to form acid rain
- This is toxic and cause respiratory problems
- Sulfur is usually removed from the fuel before burning ; or SO2 is removed from fumes after burning (flue gas desulfurization)
Nitrogen Oxides
Chemical Formula, How is it formed, Problem Caused, Ways to reduce the problem
- NOx
- There are sparks at high temperatures in an engine. This causes N2 from the air to react with O2. This can form NO and NO2 (NOx)
- NOx can react with water and oxygen to form acid rain
- Catalytic Converters in cars can reduce the amount NOx
Unburned Hydrocarbons
Chemical Formula, How is it formed, Problem Caused, Ways to reduce the problem
- CnH2n+2
- Some hydrocarbons fuels pass through the engine unburnt
- Wastes fuel and is also harmful as they are carcinogenic and air pollutants. Act as greenhouse gases
- Careful mixing of air/ fuel reduces unburnt hydrocarbons. Can be removed in catylytic converters
What are the products of complete combustion
What are the products if incomplete combustion
Carbon dioxide and water
Carbon monoxide and with even less is carbon (soot) happens when longer chains need more oxygen to burn
What is flue gas desulfurization
- The process of removing sulfur dioxide
- A slurry of calcium oxide (lime) and water is sprayed into the flue gas
- Water reacts with the calcium oxide to form calcium sulfite, which can be further oxidised to form calcium sulfate also known as gypsum
- Gypsum can be used to make plasterboards
- An alternative process uses calcium carbonate
What are catalytic converters
- Petrol engines are equipped with catalytic converters in their exhause engines
- Reduce output of carbon monoxide, nitrogen oxides, unburnt hydrocarbons
- Is a honeycomb - enormosus surface area coated with platinum, palladium or rhodium
- As polluting gases pass over the catalyst they produce less harmful gases
What are the types of green house gases
- Carbon dioxide
- Hydrocarbons
- Water vapour
- Methane
- Nitrous Oxide
The green house effect of a given gas - how much it heats up the atmosphere is dependent on…
- Its atmospheric circulation: the greater the concentration of the gas, the more molecules there are to absorb IR radiation
- Its ability to absorb IR radiation: some gases absorb and re-emit more strongly than others
What is carbon neutral
- Refers to “an activity that has no net annual carbon (greenhouse gas) emissions to the atmosphere”
What are Biofuels
- A biofuel is a fuel made from a living things or the waste produced by them, and so is renewable and potentially carbon neutral
- The living things that can produce biofuels
- Wood
- Biogas (methane) from animal excrements
- Ethanol and diesel made form plants and plant waste
What is carbon Footprint
- A measure of the impact of our activities have on the environment in terms of the amount of greenhouse gases we produce
- It is measured in units of carbon dioxide
What are the different ways to control Global Warming
- Carbon Capture and storage
- Removal of waste CO2
- The CO2 can either be captured post - combustion from power stations by removal from flue gases
- Encouraging the more economical use of fuels
- Use of alternative fuels: hydrogen, wind/ solar/wave/tidal power
- By planting more vegetation there would be increased photosynthesis which would remove CO2 from the atmosphere
What is the Kyoto Protocol
- An agreement signed in 1997 by at least 55 devloping countries
- Pledged to cut greenhouse emissions to below previous levels by set dates
What does a Substitution mean in a reaction mechanism
- One or more of the hydrogen atoms in the alkane have been replaced by a bromine atom and hydrogen bromide is given off
- C6H14(g)+Br2(l)—-> C6H13Br(l) + HBr(g)
- Bromo hexane is a halogenoalkane
What are the 3 main steps of a reaction mechanism
- Initiation
- Propagation
- Termination
What is the Initiation step for ….
CH4(g)+Cl2(g)—–>CH3Cl(g) + HCl(g)
- Breaking the Cl-Cl bonds. UV breaks chlorine to form chlorine free radicals
- Cl2 —-> 2Cl•
- The C-H bonds require more energy to break so only the halogen is part of the initiation step
What is the Propagation step 1 for….
CH4(g)+Cl2(g)—–>CH3Cl(g) + HCl(g)
- Molecule + radical —–> molecule + radical
- For every H that is replaced, there is 1 pair of propagation reactions
- The alkane reacts with the halogen radical
- The H atom is removed from the alkane to produce a hydrogen halide and hydrocarbon free radical
- Cl•+CH4—–> HCl + •CH3
What is the propagation step 2 for ……
CH4(g)+Cl2(g)—–>CH3Cl(g) + HCl(g)
- Molecule + radical ——> molecule + radical
- The hydrocarbon free radical from step 1 reacts with the halogen to put a halogen atom to put a halogen atom onto a hydrocarbon free radical
- This also produces another halogen free radical to continue the chain reaction in another step 1
- •CH3+Cl2—–>Cl•+CH3Cl
What is the termination step for…..
CH4(g)+Cl2(g)—–>CH3Cl(g) + HCl(g)
- Termination is any step that does not produce free radicals
- Cl• + Cl• —–> Cl2
- •CH3 + •CH3 —–> C2H6
What are the 2 ways a covalent bond can be broken
- Heterolytically
- Homolytically
What is Heterolytic Fission
- Energy is added to break the bonds which splits unevenly and 1 atom takes both electrons
- Bond breaking is an endothermic reaction
- Ions are made
What is Homolytic Fission
- Energy is added (usually UV light) to break the bond which splits evenly
- This forms an unpaired outer electron also called a free radical
What are some other products of chain reactions
- Some ethane is produced in termination stage
- Dichloromethane is produced in propagation stage with chloromethane that has already formed
- With longer chain alkanes there are more isomers formed
- Chain reactions are not very useful because they such a mixture of products. Will occur without light at high temperatures
Why are chain reactions so important
- Believed that Chloroflourocarbons in the stratosphere are destroying the ozone layer
- Ozone is a molecule made of O3. It decomposes to oxygen. Too much ozone at ground level == lung irritation and degradation of paints and plastics
- Ozone is important as it protects Earth from harmful exposure to ultraviolet rays
- Chlorine free radicals are formed and reacts with ozone
What is a chlorofluorocarbon
- CFCs are halogenoalkane molecules where all of the hydrogen atoms have been replaced by chlorine and fluorine atoms
How is ozone formed
- Ozone is formed naturally when an oxygen molecule is broken down into 2 free radicals by ultraviolet radiation
- O2+hv→O•+O•
- The free radicals attack other oxygen molecules forming ozone:
- O2 + O• →O3
How is the outer layer being destroyed
- It is being destroyed by CFCs
- Chlorine free radicals are formed in the upper atmosphere when the C-Cl bonds are being broken down by ultraviolet radiation
- CCl3F →•CCl2F + Cl•
- These free radicals are catalysts. They react with ozone to form an intermediate (Cl•) and an oxygen molecule
What is the Ozone Layer
- Ozone is an allotrope of oxygen
- The formula of ozone is O3
- The ozone layer is a very high area of the atmosphere rich in ozone.
- The ozone layers absorbs ultraviolet radiation from the sun and prevents it from reaching the surface of the Earth
- Without this layer, plant and animal life would suffer.
What is ozone depletion and how does it happen
- When an ozone molecule absorbs ultraviolet light it dissociates to form an oxygen molecule and an oxygen atom:
- O3→•O• + O2
- This is a revesible reaction 2O3 ⇔ 3O2
What are CFCs and how are they used
- Chlorofluorocarbons are halogenoalkane molecules
- In CFCs some of the hydrogens in the alkane have been replaced by chlorine and fluorine atoms
- UV light can break C-Cl bonds in CFCs to form chlorine free radicals
- CCl3F→•CCl2F + •Cl
- The C-F bond is too strong to be broken by UV
What do the Chlorine free radicals do (CFCs reacting with UV light)
- The chlorine radicals react with ozone and decompose it
- •Cl + O3 →ClO• +O2
- The chlorine oxide radical can react with ozone and decompose it
- ClO• + O3 →2O2 + •Cl
What are the alternatives to CFCs
- HCFCs
- Contains H, C, F, Cl
- Contain C-Cl bond that are far less stable than CFCs
- Spend less time in the upper atmosphere
- HFCs
- Contains C, F, H
- Dont contain chlorine dont contribute to destruction of ozone
- Both are powerful greenhouse gases