Perkin ppt

Perkin reaction

1. Perkin reaction PREM ( 2015A5PS862H) BITS PILANI HYDERABAD CAMPUS

2. Introduction: The Perkin reaction is an organic reaction used to convert an aromatic aldehyde and an anhydride to an α,β-unsaturated carboxylic acid It is aldol condensation of an aromatic aldehyde and an acid anhydride (which contain alpha hydrogen), in the presence of an alkali salt of the acid. The alkali salt acts as a base catalyst, and other bases can be used instead as sodium acetate or potassium carbonate

3. SCHMETIC OF PERKIN REACTION : Reagents: Aromatic aldehyde, anhydride, Sodium acetate (NaOAc), base and acid work-up . Product: alpha-beta unsaturated carboxylic acid

4. E1cb mechanisms: When the poor leaving group (such as -OH or -OR) and another atom (typically a hydrogen) leave the molecule and no new atoms are added Occurs in basic condition

5.   E1cB is a two-step process First, a base abstracts the most acidic proton to generate a stabilized anion The lone pair of electrons on the anion then moves to the neighbouring atom, thus expelling the leaving group and forming double

6. Mechanisms:

7. Applications In 1868, Perkin reported the synthesis of coumarin by the reaction of sodium salt of salicylaldehyde with Ac2O. anti-inflammatory , anti-oxidant, anti-allergic, anti-viral and anti-carcinogenic activities

8. Warfarin anticoagulation (clot formation inhibition) in areas of slowly running blood (such as in veins and the pooled blood behind artificial and natural valves) 

9. Mechanisms of action Does not affect thickness or viscosity of blood Decreases the proteins which allows blood to clot

10. Poly( dihydroferulic acid) , a bio renewable thermoplastic copolymer

11. Thank you