it is a presentation of pcc.

1. Presented by
Group Presentation Topic

2.  It is also called Corey-Suggs Reagent.
 Pyridinium chlorochromate is a yellow-orange salt with
the formula [C₅H₅NH]⁺[CrO₃Cl]⁻.
 PCC is a milder version of chromic acid
Cr
O
O
OHCl
N
Cr
O
O
OCl NH
Chlorochromic acid pyridinium chlorochromate
00
C

4.  Mild oxidising agent with O.S. Of Cr is +6
 Oxidation of primary and secondary alcohols
 Selective for primary alcohol
 Stable reagent
 Highly efficient yield
 Commercially available
 It is soluble in many organic solvents

5. 1. Oxidation of primary alcohol to aldehyde
1. Oxidation of secondary alcohol to Ketone
C
H
H
R OH C
O
R H
PCC
C
H
OH
R R C
O
R R
PCC

7. MECHANISM OF PCC
 These reactions of this sort are actually a kind
of elimination reaction. We are going from a carbon-
oxygen single bond to a carbon-oxygen double
bond which means that two groups are eliminated.

8.  oxidation of primary alcohol in present of another
functional group
oxidation of primary alcohol in present of secondary
alcohol
OH
PCC
O
H
HO
OH
PCC HO
O
H

9.  Oxidation of secondary alcohol
 Other example
PCC
HO O
R OH + Ph3P
R1
O PCC, NaOAc
R R1
O
CH2Cl2, rt
N
H
O
O
R1
R
1eq. PCC
DMSO,
1000
C, 3h
N O
O
R1
R

10.  The oxidant and slightly acidic character of PCC is able
to convert allylic tertiary alcohols or tertiary vinyl
alcohols into α,β-unsaturated carbonyl compounds.
OH
CHOPCC

11.  The deoxamination of oximes to regenerate the
carbonyl compound is also mediated using PCC
N
OH
PCC
O

12.  Hydroboration of 1-alkenes give trialkyl boranes which on
subsequent oxidation with PCC furnish aldehydes.
 However, PCC/H2O2 system is more effective as a
deblocking agent.
R
BH3-SMe2
R
B
R
R
R
OHC
PCC

13.  Oxidation of homoallylic alcohol with excess of PCC
gave products arising from alcohol oxidation, double
bond migration with isomerization from the cis- to
the trans-olefin and subsequent allylic oxidation.
Thus, this constitutes a synthetically useful conversion
of homoallylic alcohols to 1,4-dicarbonyl-2-ene
compounds.

14. .
R
OH
PCC
R
CHO
R
CHO
O
+
OR O
R1 R1
PCC

15. DRAWBACKS
 Is the formation of viscous materials that complicate
product isolation. Addition of Celite, powdered molecular
sieves or magnesium sulfate to PCC oxidation reaction
mixtures can simplify the work-up, because the reduced
chromium salts and other reagent-derived byproducts are
deposited onto these solids, which can then be readily
removed by filtration.

16.  PCC is toxic reagent