Topic 6 - Organic Chemistry Flashcards
(63 cards)
what are the proporties of halogenoalkanes
halogenoalkanes are polar, because halogens are more electronegative than carbon. So, the carbon atoms carry a partial positive charge, and the halogens carry a partial negative charge.
Halogenoalkanes undergo substitution reactions with ammonia, hydroxide ions and cyanide ions
what are nucleophiles and electrophiles
a nucleophile is a molecule that is attracted to a nucleus. They tend to be negatively charged. Molecules with a lone pair of electrons are nucleophiles
an electrophile is a molecule that is attracted to a pair of electrons. They tend to be positively charged.
show the nucleophilic substitution reaction between ammonia and chloromethyl.
see notes
show the nucleophilic substitution reaction between cyanide ions and chloromethyl.
see note
when a halogenoalkane reacts with a hydroxide, what is the product produced
alcohol
when a halogenoalkane reacts with ammonia, what is the product produced
amine
when a halogenoalkane reacts with cyanide ions, what is the product produced
nitrile
what controls halogenoalkanes’ reactivity
polar carbon-halogen bonds
show the mechanisms of the elimination reaction between a hydroxide ion chloroethane
see notes
hydroxide reacting with a halogenoalkane can either eliminate to produce an alkene, or substitute to produce an alcohol. Both are very possible.
How can we promore the elimination reaction
- use ethanol as the solvent instead of water
- heat the reaction under reflux conditions (using a reflux condenser to condense gases back into the reaction flask)
What is CFCs and ozone
CFC is a chlorofluorocarbon molecule.
Ozone has the formula O3, and is less stable than O2. It is formed from O2 under UV light. O3 is present in low concentrations, but its highest concentrations are in the ozone layer of the Earth’s atmosphere
what is ozone depletion
when CFC undergo photolysis (broken down by light), producing chlorine radicals. These radicals react with the ozone
show the free radical mechanisms for ozone depletion
see notes
how were CFCs band
CFCs were used in aerosols, as coolants in fridges and as solvents in industry. Scientists in the 1970s discovered that CFCs were damaging the ozone layer. The led to bans and the development of safer alternative such as HFCs and hydrocarbons
why are alkenes more reactive than alkanes
because alkenes have a double bond, so has higher electron density
what are the proporties of the carbon to carbon double bond
- the bond is made up of one sigma bond and one pi bond
- the pi bond involves electrons in the p-orbitals existing above and below the plane of the bond, meaning there is no overlapping.
- the pi bond causes the double bond to be unable to rotate, giving alkenes a fixed shape around the double carbon bond
Describe the reactions of alkenes
alkenes are nucleophiles because of their high electron density between the carbon atoms, so react with hydrogenalkanes in an electrophilic addition reaction
show the mechanisms for the electrophilic addition reaction between ethane and hydrogen bromide
see notes
show the mechanisms for the electrophilic addition reaction between ethane and sulfuric acid
see notes
show the mechanisms for the electrophilic addition reaction between ethane and bromine
see notes
why is the electrophilic addition reaction between an alkene and bromine important
the reaction with bromine is used as a test for alkenes. In the presence of an alkene, bromine will go from light orange to colourless.
why is the electrophilic addition reaction between an alkene and sulfuric acid important
produces an alcohol, as a sulfate ion is removed by nucleophilic substitution
how do asymmetric alkenes produce multiple products
- the selectivity is driven by carbocation intermediate stability. Tertiary carbocations are most stable, whilst primary carbocations are least stable.
- The more alkyl groups there are next to the positive charge, the more stable the intermediate is. Because the alkyl groups push the electrons, and help to stabilise the positive charge
which product is most likely to be produced from an asymmetric alkene
the major product will be the most stable carbocation, whilst the minor products will be the least stable.