IN THE NAME OF ALMIGHTY ALLAH

WHO IS THE MOST MERCIFUL AND THE MOST BENEFICENT.

TOPIC

Rearrangements in

Organic Chemistry

GROUP MEMBERS

Aqeel Asif 072

Naqash Saeed 064

Hafiz Luqman Khalil 032

FRIES REARRANGEMENT

When esters of phenol are heated with a

Lewis acid (AlCl3), then the acyl group

migrates from the phenolic oxygen to an

ortho or para position of the ring. Thus

yielding a more stable product i.e Ketone.

This reaction is called Fries Rearrangement.

HOFFMANN REARRANGEMENT

The Hoffmann rearrangement is the organic

reeaction of a primary amide to a primary

amine with one fewercarbon atom.

PINACOL PINACOLONE

REARRANGEMENT In pinacol pinacolone rearrangement,1,2 diol

called pinacol is dehydrated in presence of

sulpuric acid to from pinacolone.

Since the starting material is pinacol and the

product is pinacolone so this reaction is

called pinacol pinacolone rearrangement.

Its mechanism is shown on white board.

OZONLYSIS

In ozonolysis, ozone react with alkenes to

form unstable molozonide and then after

rearranging it forms ozonide. This unstable

ozonide reduces in the presence of water

and Zn to form carbonyl compounds.

Its mechanism is shown on white board.

BECKMANN REARRANGEMENT

Ketone is treated with hydroxyl amine in the

presence of an acid to produce ketoxime.

Ketone is an intermediate, so it will rearrange

itself to N-alkyl amide in the presence of an

acid.

FORMATION OF PHENOLS FROM

HYDROPEROXIDES

Benzene is alkylated with propylene to yield

cumene, which is oxidized with air to the

hydroperoxide. The latter is decomposed

with rearrangement in the presence of a

catalyst to yield phenol and a byproduct

acetone.

THANKS A LOT