What is pyridinium Chlorochromate used for?
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.
What is the molecular weight of pyridinium Chlorochromate?
215.56 g/mol
Pyridinium chlorochromate/Molar mass
What is the major disadvantage of PCC?
PCC is more acidic than PDC, but acid-labile compounds can be oxidized in the presence of sodium acetate or other buffers such as carbonates. Another drawback is the formation of viscous materials that complicate product isolation.
What is the density of pyridinium Chlorochromate?
Pyridinium Chlorochromate Properties (Theoretical)
Compound Formula | C5H6NClCrO3 |
---|---|
Density | N/A |
Solubility in H2O | Insoluble |
Exact Mass | 214.944 g/mol |
Monoisotopic Mass | 214.944 g/mol |
Can PCC oxidize amines?
Oxidation with chromium(VI) amines has two primary limitations. Operationally, the tarry byproducts of chromium oxidations cause reduced yields and product sequestration. In addition, Cr(VI)-amines (particularly PCC) may react with acid-labile functionality.
Does PCC oxidize primary alcohols?
Explanation: PCC is an oxidizing agent. It converts alcohols to carbonyls, but is not strong enough to convert a primary alcohol into a carboxylic acid. It only converts primary alcohols to aldehydes, and secondary alcohols to ketones.
What solvent is used with PCC?
dichloromethane
PCC is soluble in many organic solvents, and especially dichloromethane at room temperature has been used in most cases, whereas DMF promotes the over-oxidation of primary alcohols into carboxylic acids.
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