Pyridinium chlorochromate
Structural formula | |||||||||||||||||||
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General | |||||||||||||||||||
Surname | Pyridinium chlorochromate | ||||||||||||||||||
other names |
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Molecular formula | C 5 H 6 ClCrNO 3 | ||||||||||||||||||
Brief description |
orange powder |
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properties | |||||||||||||||||||
Molar mass | 215.56 g mol −1 | ||||||||||||||||||
Physical state |
firmly |
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Melting point |
205 ° C (decomposition) |
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solubility |
disintegrates in water |
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safety instructions | |||||||||||||||||||
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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
- ↑ a b c data sheet pyridinium chlorochromate from AlfaAesar, accessed on March 14, 2010 ( PDF )(JavaScript required) .
- ↑ a b Datasheet Pyridinium chlorochromate from Sigma-Aldrich , accessed on June 11, 2019 ( PDF ).
- ↑ 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.