BECKMANN
REARRANGEMENT
• MADISH NIAZ
APPLICATIONS OF
BECKMANN
REARRANGEMENT
REACTIONS:
The acid-catalysed conversion of
ketoximes to amides is known as
the Beckmann rearrangement
This rearrangement is occurs in
both cyclic and acyclic
compounds .
Aldoximes are less reactive.
COMMON
REAGENTS:
Conc.H2SO4
HCl
PCl5
PCl3
SOCl2
ZnO
SiO2
P P A (Poly phosphoric acid)
APPLICATIONS:
•Cyclic oximes yield
lactams
•Acyclic oximes yield
amides
•In drugs production
•In polymer synthesis
RXN USING REAGENT Conc.H2SO4
Acetophenone oxime
Acetaniline
tautomerization
KETOXIME TO AMIDE USING Conc.H2SO4
thiophencaboxketone
tautomerization
KETOXIME TO AMIDE USING PCl5 :
thiophencaboxketone
tautomerization
KETOXIME TOAMIDE USING HSO3 CH3
RXNUSINGREAGENTPPA(POLYPHOSPHORIC ACID):
DRUGSYNTHESIS:
• An alternative industrial synthesis method for Paracetamol.
7
Paracetamol
PHENOL
(acetic anhydride)
Ketone Ketoxime
Hydroxylamine
OTHERDRUGS:
11
•TheBeckmann
rearrangement isalsousedin
the synthesis of
•DHEA
•Benazepril
•Etazepineetc.
POLYMERSYNTHESIS:
12
cyanuric chloride
cyclododecanone
Nylon12
POLYMER SYNTHESIS:
13
NYLON 12
THANK U

Beckmann rearrangement reaction