Chem Exam Main Topics Flashcards
What is Polymerisation?
When alkenes join together
When alkenes join together, what happens to their double bond?
Their double bond opens up
How do you find the monomer used to make an addition polymer?
You find the repeat unit, add a double bond between the carbon atoms and remove the single bonds from each end
What do all alkenes have?
At least one C=C double bond
What are single covalent bonds in organic molecules?
Sigma bonds
When are sigma bonds formed?
When two orbitals overlap in a straight line, in the space between 2 atoms, giving the highest possible electron density between the 2 atoms
Why are sigma bonds the strongest type of covalent bond?
There is a high electron density between the nuclei so there is strong electrostatic attraction between the nuclei and shared pair of electrons, so there is high bond enthalpy
What is a double bond made up of?
A sigma bond and a pi bond
How is a pi-bond formed?
When 2 lobes of p-orbitals overlap sideways
In a pi-bond, how is the electron density spread out?
Above and below the nuclei
Why do pi-bonds have lower bond enthalpy than sigma bonds?
The electron density in a pi-bond is spread out above and below the nuclei, causing the electrostatic attraction between the nuclei and shared pair of electrons to be weaker in pi-bonds
In alkenes, what does the C=C bond contain?
A pi bond and a sigma bond
What causes alkenes to form sterioisomers?
The restricted motion around the C=C double bond
Ethene is said to be ‘completely planar’, what does this mean?
All the H-C-H bond angles are all the same. The atoms all lie in the same plane
What are sterioisomers?
Molecules which have the same structural formula, but different arrangement in space
When do stereoisomers occur?
When two double bonded carbon atoms each have 2 different groups or atoms attatched to them
What is the ‘E-isomer’?
The isomer which has the same groups positioned across the double bond
What is the ‘Z-isomer’?
The isomer which has the same groups positioned either both above or both below the double bond
What happens to the E/Z system when all the groups are different around the C=C double bond?
You assign each group/atom a number of priority. The 2 atoms/ groups with the highest mass number are labelled 1, whilst the 2 atoms or groups with the lowest mass number are labelled 2.
When do you use the cis-trans naming system?
If the carbon atoms have at least one group in common
When do you use the ‘cis’ naming system?
The the groups are on the same side of the double bond
When do you use the ‘trans’ naming system?
When the same groups are on opposite sides of the double bond
When does the cis-trans naming system not work?
When the carbon atoms have totally different groups attached to them
What happens in an alkene electrophilic reaction?
The alkene double bond opens up and atoms are added to the carbon atoms
Why do electrophilic addition reactions happen to alkenes?
Because the carbon double bond has plenty of electrons
What are electrophiles?
Electron pair acceptors-attracted to areas where there are lots of electrons
What are the 2 types of electrophiles?
Positively charged ions and polar molecules (as the delta+ is attracted to electrons)
What is required for the reaction between ethene and hydrogen?
A nickel catalyst, 150 degrees
What happens when halogens react with alkenes?
They form dihalogenoalkanes
What happens when you shake an alkene with bromine water?
The brown bromine water is decolourised as bromine is added across the double bond to form dibromoalkane
How do you form ethanol from ethene?
React ethene with steam with a solid phosphoric acid catalyst, 300 degrees and a pressure of 60-70 atm.
What colour is acidified potassium manganate?
Purple
What happens when you shake an alkene with acidified potassium managnate?
The purple solution is decolourised, and the alkene is oxidised to form a diol.
What is formed when alkenes react with hydrogen halides?
A halogenoalkane
What happens when hydrogen halides are added to an unsymmetrical alkene?
There are two possible products
What makes a carbocation more stable?
Having more alkyl groups attached to it
Why do alkyl groups attached to a carbocation make it more stable?
Because the alkyl groups feed electrons towards the positive charge
What is more likely to form, the stable carbocation or the unstable carbocation?
The stable carbocation
What is Markownikoff’s law?
The major product from an addition reaction of a hydrogen halide(HX) to an unsymmetrical alkene is the one where the hydrogen adds to the carbon with the most hydrogens already attached
What is the first way of determining whether an organic substance is an alkene?
Add bromine water to the substance and it will turn from brown to colourless
What is the second way of determining whether an organic substance is an alkene?
Add acidified potassium manganate (purple) and shake which will decolourise the manganate as a diol is formed
How do you test for a carbonyl group?
Add small amount of 2,4-dinitrophenylhydrazine and a yellow/orange precipitate will slowly form
What is Brady’s reagent?
2,4-dinitrophenylhydrazine dissolved in methanol and conc sulfuric acid
What is the main difference between aldehydes and ketones?
Aldehydes are easily oxidised, whilst ketones aren’t
How do you make Tollens’ reagent?
Dissolve silver nitrate in aqueous ammonia
What happens when an aldehyde is heated in a test tube with Tollens’ reagent?
A silver mirror is formed
What is the ionic equation of the formation of a silver mirror?
Ag(NH3)2 + +e- —-> Ag +2NH3
What is Fehling’s solution?
A blue solution of complexed copper (2) ions dissolved in NaOH
What happens when Fehling’s solution is heated with an aldehyde?
The blue copper(2) ions are reduced to a brick-red precipitate of copper(1) oxide. Cu2+ +e- –> Cu+
What is Benedict’s solution?
The same as Fehling’s solution, however the copper (2) ions are dissolved in sodium carbonate instead of sodium hydroxide
What happens when Benedict’s solution is heated with an aldehyde?
The blue copper (2) ions are reduced to a brick-red precipitate of copper(1) oxide
What happens when you heat an aldehyde with acidified dichromate ions?
A carboxylic acid is formed
When an aldehyde is oxidised by acidified dichromate ions, what is the colour change of the dichromate ions?
Orange to green
If something contains a methyl carbonyl group, what must it be?
Either ethanal or a ketone with at least one methyl group
What happens when carbonyls which contain a methyl carbonyl group are heated with iodine in the presence of an alkali?
If there is a methyl carbonyl group a yellow precipitate of triidomethane will form and an antiseptic smell
How do you test for primary or secondary alcohols?
Warm with potassium dichromate and add dilute sulfuric acid and the substance will change from orange to green
How do you test for a carboxylic acid?
Add some sodium carbonate solution and carbon dioxide will be formed
How do you test for an acyl chloride?
Add substance to water and hydrogen chloride will be formed
What happens when phenol is added to sodium carbonate solution?
It dissolves without the evolution of carbon dioxide
What happens when you add phenol to water, shake and then add a few drops of iron chloride solution?
A purple colour is seen
What happens when you add phenol/phenylamine to brown bromine water and shake?
Bromine colour goes and white precipitate is formed
What is the empirical formula?
The simplest whole number ratio of atoms in a compound
When an organic compound containing carbon and hydrogen (and oxygen) is completely burned, what are the products?
Carbon dioxide and water
When a completely combusted and carbon dioxide is formed, where has all the carbon in the carbon dioxide come from?
The organic compound
What is produced in an SN1 mechanism?
A racemic mixture of 2 optical isomers which won’t rotate plane-polarised light
How many steps are there in an SN1 mechanism?
2 steps
What happens in the first step of an SN1 mechanism?
A group breaks off, leaving a planar (flat ion)
What happens in the second step of an SN1 mechanism?
The planar ion can be attacked by either side, resulting in 2 optical isomers
What is the rate determining step of an SN1 mechanism, hence what is the rate equation of an SN1 mechanism?
The rate determining step is the first step, so the rate equation is r = k X (concentration of halogenoalkane)