I570 Pyridinium chlorochromate - AK Scientific
 
 
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  Catalog ID # I570
Pyridinium chlorochromate
, 98%
 
PCC




IDENTITY
CAS Registry #:[26299-14-9]
MDL Number:MFCD00013106
MF:C5H6N.ClCrO3
MW:215.5551
EINECS:247-595-5
BRN:7054643
SPECIFICATIONS & PROPERTIES
Purity:98%
Physical Form:Orange crystalline powder
Melting Point:200-208°C
Shipping:Normal Temperature

REVIEW

 Mild, selective oxidant for alcohols to aldehydes or ketones: Tetrahedron Lett., 2647 (1975); review: Synthesis, 245 (1982). Superior results have been reported with a catalytic amount of acetic acid: Tetrahedron, 46, 4417 (1990). Adsorption of the reagent onto alumina simplifies work-up and enhances reactivity in hydrocarbon solvents: Synthesis, 223 (1980). Improved results have also been obtained in the presence of silica gel, where reaction times are shortened by sonication: J. Org. Chem., 54, 5387 (1989). Oxidation of methylarenes to benzaldehydes has been reported. Selective mono-oxidation of xylenes to tolualdehydes can be achieved: Synlett, 2769 (2005).

REFERENCES
[1]18-crown-6 complexes of chlorochromates as mild, selective oxidants: J. Org. Chem., 60, 2267 (1995).
[2] Trialkyl boranes are also oxidized to carbonyl compounds, non-terminal boranes giving ketones: J. Organomet. Chem., 162, C9 (1978) and terminal boranes giving aldehydes: J. Organomet. Chem., 172, C20 (1979). Similarly, aldehydes can be prepared from terminal alkenes by oxidation of their adducts with thexylborane: Synthesis, 151 (1980).
[3] In THF, arylhydroxylamines are selectively oxidized to nitroso compounds: Synth. Commun., 22, 1683 (1992).
[4] For a brief feature on novel oxidation reactions with this reagent: Synlett, 741 (2003).

Risk Description(s)
R49:May cause cancer by inhalation.
R8:Contact with combustible material may cause fire.
R43:May cause sensitization by skin contact.
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment

Safety Description(s)
S53:Avoid exposure - obtain special instructions before use.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible).
S60:This material and its container must be disposed of as hazardous waste.
S61:Avoid release to the environment. Refer to special instructions/Safety data sheets.


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RELATED PRODUCTS
I570Pyridinium chlorochromate
U741Pyridinium dichromate

CATEGORIES

 Reagents > Oxidation

USEFUL LINKS

  PubChem