Alkanes Flashcards
Define aliphatic
A compound containing carbon and hydrogen joined together in straight chains, branched chains, and non-aromatic rings
Define homologous series
A family of organic compounds having the same functional group but with each successive member differing by CH2
Define functional group
A group of atoms responsible for the characteristic reactions of a compound
Define alicyclic
An aliphatic compound arranged in non-aromatic rings (with or without side chains)
Define aromatic
A compound containing a benzene ring
Define saturated
A compound containing only C-C single bonds
Define unsaturated
A compound containing at least one mutiple C-C bond
What is the general formula of an alkane?
C2H2n+2
Define structural isomer
Compounds with the same molecular formula but different structural formula
What are the 3 ways structural isomerism can occur?
- chain isomers
- position isomers
- functional group isomers
Define hydrocarbon
A compound containing only carbon and hydrogen atoms
Are alkanes saturated or unsaturated hydrocarbons?
Saturated
What shape forms around the carbon atoms in an alkane?
Tetrahedral
What 2 factors affect the boiling points of alkanes?
- chain length
- extent of branching
As branch length increases, what happens to the boiling point?
Boiling point increases
Why does boiling point increase with chain length?
- larger chain length means greater contact area betwen molecules
- meaning London forces between molecules will be greater
- so more energy is required to overcome the forces
What happens to the boiling point as branching increases?
Boiling point decreases
Why does boiling point decrease as branching increases?
- the more branched a molecule, the lower the contact area
- weaker London forces between molecules
- less energy is needed to overcome the intermolecular forces
Why are alkanes relatively unreactive?
C-C bonds are non-polar
C-C and C-H bonds are strong
C-H bonds are non-polar as the elements have similar Pauling values
What two reactions do alkanes undergo?
- combustion with oxygen
- reaction with halogens to form haloalkanes
How can you tell complete combustion is occurring?
A blue flame is seen
How can you tell incomplete combustion is occurring?
A yellow flame is seen and/or the formation of soot
Give the equation for the complete combustion of methane
CH4 + 2O2 → 2H2O + CO2
When does incomplete combustion occur?
When there is insufficient oxygen
Why is incomplete combustion dangerous?
It produces CO which is a toxic gas
What type of reaction is the reaction between alkanes and halogens?
Free radical substitution
What are the conditions required for the reaction between alkanes and halogens?
UV radiation
Define radical
A species with an unpaired electron
Define homolytic bond fission
The breaking of a COVALENT bond in which one of the bonded electrons goes to each atom, forming 2 radicals
What are the 3 stages of free radical substitution called?
Initiation, propagation, termination
Why does homolytic fission produce radicals?
The bond is split so the electrons are shared equally, i.e both atoms end up with an unpaired electron
Why is UV light required for the production of radicals in initiation?
- provides activation energy
- to break the halogen bond homolytically
What is the key feature of initiation in terms of radicals?
Radicals are generated
What is the key feature of propagation in terms of radicals?
For every radical used in a reaction, a new one is produced
What is the key feature of termination in terms of radicals?
Two radicals react together to form a compound which doesn’t contain a radical
Explain why there is more than one product produced by free radical substitution
- Substitution of any of the hydrogens in the chain can occur
- Multiple substitutions can occur
What is the overall equation for the reaction of C5H12 with Br2 to produce C5H11Br
C5H12 + Br2 →C5H11Br + HBr
What are the 3 limitations of using free radical substitution in organic synthesis?
- Carbon chain length may vary
- Further substitution can occur
- Substitution at different positions of the carbon chain can occur
What is the simplest alkane with at least one structural isomer?
Butane
Why doesn’t the reaction of electrophilic substitution occur in the presence of visible light?
Visible light does not provide enough energy to homolytically break the halogen bond