Photo-Fries Rearrangment And Photo-Fries Reaction Of Anillides

1. PHOTO-FRIES REARRANGEMENT
PHOTO-FRIES REACTIONS OF ANILIDES
Guided By Presented By
Mr.Nasir Ahmed Sumeet Kumar Jha
Dr.Ashish Asatkar M.Sc.(Chemistry)
Mrs.Chitra Kiran Patel 3rd Semester
GOVT.GUNDADHUR
P.G.COLLEGE,KONDAGAON(C.G.)

2. CONTENTS
FRIES REACTION
 THEORY
 REACTION
PHOTO-FRIES REARRAGEMENT
 THEORY
 REACTION
 MECHANISM
PHOTO-FRIES REACTION OF ANILIDES
REFFERENCE

3. FRIES REACTION
Conversion of phenolic ester in to hydroxy aryl
ketones in presence of catalyst called Fries
Reaction.

4. PHOTO-FRIES REARRANGMENT
Conversion of phenolic ester in to hydroxy aryl
ketones in presence of UV-light without catalyst
called Photo-Fries Rearrangment.
Photo-Fries rearrangment is an intramolecular
rearrangment.
 Where acyl and alkyl groups migrate to ortho and
para position on irradiation.

5.  In this rearrangment the substrate dissociate into
phenoxy and acyl radicals.
 which combine with in the solvent cage to give
intermediates on aromatisation of the product.
MECHANISM:-

7. NOTE:- *Photo-Fries rearrangment is carried out in
gaseous phase only phenol is obtained.it confirms
that the formation of solvent cage.
*It has been seen that when the tempreture of the
reaction will be high the ortho product formed and
when the tempreture of the reaction is low the para
product formed.

8. OTHER EXAMPLES:-
The following compounds give similar type of
reaction-mechanism:

9. PHOTO-FRIES REACTIONS OF ANILIDES
 Photo-Fries rearrangment of anilides obey the
same mechanism as Photo-Fries rearrangment of
phenyl esters.
 The only difference is the replacement of bridging
oxygen by nitrogen.

10. REFERENCE
Textbook of ʺPhotochemistryʺ by Alka L.Gupta