Pyridinium chlorochromate

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Structural formula
Structure of pyridinium chlorochromate
General
Surname Pyridinium chlorochromate
other names
  • PCC
  • Corey reagent
Molecular formula C 5 H 6 ClCrNO 3
Brief description

orange powder

External identifiers / databases
CAS number 26299-14-9
EC number 247-595-5
ECHA InfoCard 100.043.253
PubChem 10608386
ChemSpider 10608386
Wikidata Q415920
properties
Molar mass 215.56 g mol −1
Physical state

firmly

Melting point

205 ° C (decomposition)

solubility

disintegrates in water

safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
03 - Oxidising 07 - Warning 09 - Dangerous for the environment

danger

H and P phrases H: 272-317-350i-410
P: 201-220-273-280-308 + 313-501
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Pyridinium chlorochromate ( PCC abbreviation , also Corey reagent , named after Nobel laureate Elias James Corey Jr. ) is a strong oxidizing agent that is often used in organic chemistry . It can be used to prepare either aldehydes (under anhydrous conditions) or carboxylic acids from primary alcohols . Due to the toxicity and carcinogenic effect of chromium (VI) compounds, the use of PCC should be avoided if possible if other methods such as Swern oxidation or oxidation with the radical TEMPO are considered.

presentation

Pyridinium chlorochromate can be produced by reacting pyridine , chromium (VI) oxide and concentrated hydrochloric acid .

Individual evidence

  1. a b c data sheet pyridinium chlorochromate from AlfaAesar, accessed on March 14, 2010 ( PDF )(JavaScript required) .
  2. a b Datasheet Pyridinium chlorochromate from Sigma-Aldrich , accessed on June 11, 2019 ( PDF ).
  3. Not explicitly listed in Regulation (EC) No. 1272/2008 (CLP) , but with the specified labeling it falls under the group entry Chromium (VI) compounds, with the exception of barium chromate and compounds that are listed separately in this appendix in Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on June 11, 2019. Manufacturers or distributors can expand the harmonized classification and labeling .

literature

  • S. Agarwal, HP Tiwari, JP Sharma: Pyridinium Chlorochromate: an Improved Method for its Synthesis and use of Anhydrous acetic acid as catalyst for oxidation reactions. In: Tetrahedron . 46, 1990, pp. 4417-4420.
  • EJ Corey, W. Suggs: Pyridinium Chlorochromate. An Efficient Reagent for Oxidation of Primary and Secondary Alcohols to Carbonyl Compounds. In: Tetrahedron Lett. 16, 1975, pp. 2647-2650.