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13 Cards in this Set

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What type of reaction is the addition of hydrogen halides

Electrophilic addition

Electrophile

Positively/ partially positively charged reagent which attacks an electron rich area of a molecule

Electrophilic addition of HBr diagram

(E.g) HBr


-HBr is a polar molecule with a partial +ve charge on the H atom and a partial -ve charge on the br atom


- the HBr acts as an electrophile attacking the electron rich area of the molecule (double bond)


- the H atom bonds with an electron from the double bond and a carbocation is formed


- a Br- ion is formed which attacks the +vely charged carbocation and a bromoalkane is formed

Reaction with bromine steps

- the br-br molecule is polarized by the high electron density of the c=c bond.


- the partially positive br molecule attacks the electron rich double bond


-And electron pair from the double bond forms a bond with the +vely charged br and a carbocation is formed


-a br- ion is formed which attacks the carbocation


-the br molecules add to the two adjacent C atoms where the double bonds were

Addition of steam conditions

-concentrated phosphoric acid


- temp 330 degrees C


-pressure 60 atm

Hydrogenation conditions

- finely divided nickel catalyst


- 150 degrees C

Hydrogenation is used to

Turn edible oils into margarine and spreads

Reactions with acidified potassium manganate (cold) is used to test for

C=C

Alkenes rxn with acidified KMnO4 cold

- involves addition and oxidation


-product is a diol


-solution turns from purple to colourless

Hot acidified KMnO4

- double bond broken


- diol formed


-diol oxidized to carbonyl compounds (aldehydes and ketones)


-if aldehydes are formed they get further oxidized to carboxylic acids

Double bond in rxn with hot KMnO4 is broken via

Oxidative cleavage

Rule for reacting HBr and other electrophiles with alkenes

The more electronegative atom in the bond adds to the C atom in the alkene which is connected to the least number of H atoms. This is in order to form stable forms of the molecule which is influenced by the stability of the intermediate (carbonation) formed. (Tertiary carbocation > secondary > primary) . In these reactions, secondary carbocations are formed more than primary ones.

Reaction with conc H2SO4

- sulphuric acid is used as a catalyst in this rxn


-the final product is an alcohol


- the OSO3H group adds to the alkene via electrophilic addition (H2SO4 is an electrophile)


- water is then added to the product and it is heated


- the OH group in H2O kicks out the OSO3H group and adds to the molecule


- the extra H from water adds to the OSO3H group to reform H2SO4