topic 6B - alkanes Flashcards
What is the general formula of alkanes?
CnH2n+2.
Why are alkanes considered saturated hydrocarbons?
They contain only carbon and hydrogen atoms and all the carbon-carbon bonds are single bonds.
How many bonds does every carbon atom in an alkane form?
Four single bonds with other atoms.
How does the formula of cycloalkanes compare to alkanes?
They have two fewer hydrogens; general formula is CnH2n.
What are cycloalkanes a common isomer of?
Alkenes.
Why are alkanes very unreactive?
C-C and C-H bonds are relatively strong and non-polar, so are unreactive with ionic reagents.
What is halogenation?
A halogen reacts with alkanes in photochemical reactions started by UV light.
What type of reaction is halogenation?
Substitution reaction where a H atom is replaced by a halogen atom.
What is the name of the reaction when a halogen substitutes a hydrogen in an alkane?
Free radical substitution reaction.
For every hydrogen replaced in halogenation, what is used and formed?
One X2 is used and one HX molecule is formed.
What happens in the initiation stage of the free radical mechanism?
UV light provides energy to break the X-X bond in halogen molecules to form two free radicals by homolytic fission.
What happens in the propagation stage of the free radical mechanism?
Halogen radicals react with alkanes where the halogen radical acts as a catalyst; for each H replaced, there is a pair of propagation steps.
What does the halogen radical do during propagation?
Removes a hydrogen to leave another free radical.
What happens after the hydrogen is removed during propagation?
The free radical reacts with a halogen molecule to produce the same free radical as in the initiation step.
What does the regeneration of free radicals allow during propagation?
It can react with several more alkane molecules in a chain reaction.
What happens in the termination stage of the free radical mechanism?
Two radicals react together to form a stable molecule, preventing the regeneration of free radicals and stopping the chain reaction.
Why are termination reactions less common?
The radical is more likely to meet a molecule than a radical.
What type of formulae should be used in radical substitution mechanisms?
Structural formulae, not molecular formulae.
What is a problem with radical substitution when trying to produce a specific product?
It often leads to a mixture of products rather than the desired one.
What happens if reaction conditions aren’t carefully controlled during radical substitution?
Further substitution can occur, replacing more hydrogen atoms in the molecule. This leads to the formation of molecules with progressively more substitutions, each involving the same fundamental reaction mechanism.
How can the formation of by-products be reduced in radical substitution?
Ensure an excess of the original molecule containing hydrogen atoms.
Why does an excess of the original molecule help reduce by-products?
It increases the probability that a reactive species will collide with the starting material rather than a partially substituted molecule
What other issue occurs with radical substitution in terms of product structure?
It can occur at multiple positions along a carbon chain, leading to a mixture of structural isomers.
What is crude oil?
A mixture of hydrocarbons mostly made up of alkanes.