Pyridinium chlorochromate

Pyridinium chlorochromate
Chemical structure of pyridinium chlorochromate
Ball-and-stick model of the pyridinium cation
Ball-and-stick model of the pyridinium cation
Ball-and-stick model of the chlorochromate anion
Ball-and-stick model of the chlorochromate anion
Names
IUPAC name
Pyridinium chlorochromate
Other names
PCC; Corey-Suggs reagent
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.043.253 Edit this at Wikidata
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[1]
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:
GHS03: OxidizingGHS08: Health hazardGHS07: Exclamation markGHS09: Environmental hazard
Danger
H272, H317, H350, H410
P201, P221, P273, P280, P302+P352, P308+P313
NFPA 704 (fire diamond)
[2]
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 2: Undergoes violent chemical change at elevated temperatures and pressures, reacts violently with water, or may form explosive mixtures with water. E.g. white phosphorusSpecial hazard OX: Oxidizer. E.g. potassium perchlorate
2
1
2
OX
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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Pyridinium chlorochromate
Pyridinium chlorochromate in a vial

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.[1]

  1. ^ a b Piancatelli, G.; Luzzio, F. A. (2007). "Pyridinium Chlorochromate". e-EROS Encyclopedia of Reagents for Organic Synthesis. John Wiley & Sons. doi:10.1002/9780470842898.rp288.pub2. ISBN 978-0471936237.
  2. ^ "Safety Data Sheet". Acros Organics. 2015. Retrieved 2016-06-10.