Pyridinium chlorochromate

Pyridinium chlorochromate (PCC) is a yellow-orange salt with the formula [C5H5NH]+[CrO3Cl]. It is a reagent in organic synthesis used primarily for oxidation of alcohols to form carbonyls. A variety of related compounds are known with similar reactivity. PCC offers the advantage of the selective oxidation of alcohols to aldehydes or ketones, whereas many other reagents are less selective.

Pyridinium chlorochromate
Names
IUPAC name
Pyridinium chlorochromate
Other names
PCC; Corey-Suggs reagent
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.043.253
EC Number
  • 247-595-5
UNII
  • InChI=1S/C5H5N.ClH.Cr.3O/c1-2-4-6-5-3-1;;;;;/h1-5H;1H;;;;/q;;+1;;;-1 N
    Key: LEHBURLTIWGHEM-UHFFFAOYSA-N N
  • InChI=1/C5H5N.ClH.Cr.3O/c1-2-4-6-5-3-1;;;;;/h1-5H;1H;;;;/q;;+1;;;-1/rC5H5N.ClCrO3/c1-2-4-6-5-3-1;1-2(3,4)5/h1-5H;/q;-1/p+1
    Key: LEHBURLTIWGHEM-YOEUSAHMAN
  • C1=CC=[NH+]C=C1.[O-][Cr](=O)(=O)Cl
Properties
C5H6ClCrNO3
Molar mass 215.56 g/mol
Appearance yellow-orange solid
Melting point 205 °C (401 °F; 478 K)
Solubility in other solvents soluble in acetone, acetonitrile, THF
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Toxic, oxidizer, carcinogenic, strong environmental pollutant
GHS labelling:
Danger
H272, H317, H350, H410
P201, P221, P273, P280, P302+P352, P308+P313
NFPA 704 (fire diamond)
Safety data sheet (SDS) external SDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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