Organic - Alkanes Flashcards
(94 cards)
What are alkanes?
Alkanes are a homologous series of saturated hydrocarbons with the general formula CnH2n+2.
Are alkanes reactive?
Alkanes are very unreactive because they’re non-polar, although they do burn and react with halogens. Harsh conditions are required to break them down.
How does the carbon chain affect the boiling point of alkanes?
The longer the carbon chain, the higher the boiling point due to stronger van der Waals’ forces between molecules (because there are more electrons in the molecules).
How do the isomers of an alkane affect the boiling point?
For alkanes that are isomers, the more branched the carbon chain, the lower the boiling point due to weaker van der Waals’ forces between molecules (due to molecules not being able to pack as close together).
How are deposits of crude oil and natural gas formed?
Deposits of crude oil and natural gas usually occur together and they are formed by the slow decay of marine animals and plants, over millions of years, under heat and pressure in the absence of air.
What is crude oil composed of?
Although the exact composition of crude oils vary around the world, all are a complex mixture consisting mainly of alkanes (including cycloalkanes, some aromatics and other compounds containing some sulphur and oxygen).
How is crude oil used?
Crude oil has no use in its raw form, so to provide useful products its components must be partly separated (and if necessary modified) - the separation uses the differences in the physical properties of alkanes.
How is crude oil separated?
The compounds in crude oil have different boiling points and this is used to separate them by fractional distillation at an oil refinery.
C-H bonds are virtually non-polar, so there are only van der Waals’ forces between molecules. As the alkane chain gets longer, the melting and boiling points increase due to greater van der Waals’ forces.
What is the basic idea of the separation process?
- The crude oil is first heated in a furnace.
- A mixture of liquid and vapour is passed into a tower which is hot at the bottom and cold at the top.
- The vapours pass up the tower via a series of trays containing bubble caps until they arrive at a tray that is sufficiently cool (at a lower temperature than their boiling point). Then they condense to liquid.
- Molecules will condense at different heights as they have different boiling points.
- The mixture of liquids that condenses on each tray is piped off.
- The larger the molecule (with higher boiling points), the lower down the column it condenses.
- This produces a fraction.
- The thick residue that collects at the base of the tower is called tar or bitumen. It can be used for road surfaces and roofing but, as supply often exceeds demand, this fraction is often further processes to give more valuable products.
What is a fraction?
A fraction is a mixture of compounds (hydrocarbons) with similar boiling points.
What happens to the hydrocarbons as the carbon chain gets longer?
As the carbon chain gets longer, the hydrocarbons:
- become more viscous
- become harder to ignite
- become less volatile
- have higher boiling points
Give the order of the fractions from the lowest boiling point to the highest. What are their uses?
- fuel gases (Calor gas, LPG)
- gasoline (petrol for cars)
- naphtha (petrochemicals)
- kerosene (jet fuel)
- diesel/gas oil (fuel for diesel engines)
- residue: distilled further at lower pressures to give fuel oil, lubricating oil, waxes, and bitumen
Why is the residue from the primary distillation separated further?
The residue from the primary distillation (first distillation) contains useful substances, such as fuel oil, lubricating oil, waxes and bitumen, that boil above 350 degrees Celsius at atmospheric pressure. However, they would decompose at such high temperatures, so they are separated further by distillation at a lower pressure (vacuum distillation).
Which fractions are most in-demand?
The petroleum fractions (lower boiling points) with shorter carbon chains (e.g. petrol and naphtha) are in more demand than larger fractions. However, they are the least abundant.
How do you supply demand for shorter carbon chains?
To make use of excess larger hydrocarbons and supply demand for shorter ones, longer hydrocarbons are cracked.
What is cracking?
Cracking is the thermal decomposition of alkanes. Carbon-carbon bonds are broken in cracking. The products of cracking are more valuable than the starting materials (e.g. ethene used to make poly(ethene), branched alkanes for motor fuels, etc.)
What are the conditions for thermal cracking?
temperature - 900 degrees Celcius pressure - 70 atm mechanism - homolytic fission catalyst - none products - alkenes uses of products - making polymers
What are the conditions for catalytic cracking?
temperature - 450 degrees Celcius pressure - 1-2 atm (slight pressure) mechanism - heterolytic fission catalyst - zeolites products - motor fuels, aromatic hydrocarbons, cycloalkanes, branched alkanes) uses of products - fuel
What is reforming?
Reforming is a process where straight chain hydrocarbons are converted into branched chain alkanes and cyclic alkanes. Both these products burn more efficiently and are used in petrol for cars.
How do alkanes undergo combustion?
Alkanes readily burn in the presence of oxygen and release vast amounts of energy, this combustion of alkanes being highly exothermic, explaining their use as fuels.
What are the products of complete combustion?
Alkanes burn in a plentiful supply of oxygen to produce carbon dioxide and water only.
What are the products of incomplete combustion?
In a limited supply of air, alkanes will burn to form water and carbon monoxide. If the supply of oxygen is further limited, solid carbon particles (soot) are formed.
Why isn’t hydrogen produced during combustion?
Any amount of oxygen present binds to hydrogen first to produce water.
What is the polarity of alkanes?
Alkanes are almost no-polar because the electronegativities of carbon and hydrogen are so similar. As a result, the only intermolecular forces between their molecules are weak van der Waals forces, and the larger the molecule, the stronger the van der Waals forces.