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20039-37-6 - Pyridinium dichromate, 98% - PDC - L15132 - Alfa Aesar

L15132 Pyridinium dichromate, 98%

CAS Number
20039-37-6
Synonyms
PDC

Size Price ($) Quantity Availability
25g 24.84
100g 54.23
500g 183.34
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Pyridinium dichromate, 98%

MDL
MFCD00013105
EINECS
243-478-8

Chemical Properties

Formula
C10H12Cr2N2O7
Formula Weight
376.21
Melting point
ca 145-147°
Sensitivity
Hygroscopic
Solubility
Soluble in water, dimethyl formamide, dimethyl sulfoxide and acetonitrile. Slightly soluble in dichloromethane, chloroform and acetone. Insoluble in hexane, ether and ethyl acetate.

Applications

Pyridinium dichromate acts as a strong oxidizing agent used in the conversion of primary alcohols and secondary alcohols to aldehydes and ketones respectively. It plays an important role in the oxidation of unsaturated tertiary alcohols, silyl ethers, the carbon-boron bond, and oximes. Further, it is used in the conversion of acetals to esters and didehydroketones to enones in the presence of tert-butyl hydroperoxide.

Notes

Hygroscopic. Incompatible withorganic materials and powdered metals.

Literature References

Selective oxidant which can be used in dichloromethane to convert primary alcohols to aldehydes: Tetrahedron Lett., 399 (1979). Can also be used catalytically in combination with Sodium percarbonate, A16045, as co-oxidant for conversion of allylic and benzylic alcohols to aldehydes under phase-transfer conditions: Tetrahedron Lett., 35, 1989 (1994). Under the same conditions, ɑ-functionalized benzylic alcohols undergo oxidative cleavage: Synth. Commun., 25, 2051 (1995).

Matsunaga, K.; Hirajima, H.; Kishida, A.; Takatori, K.; Nagaoka, H. Novel PDC catalyzed oxidative rearrangement of tertiary allylic alcohols to beta-substituted enones. Tetrahedron Lett. 2015, 56 (43), 5941-5944.

Ghosh, A.; Saha, R.; Mukherjee, K.; Ghosh, S. K.; Sar, P.; Malik, S.; Saha, B. Choice of suitable micellar catalyst for 2,2'-bipyridine-promoted chromic acid oxidation of glycerol to glyceraldehyde in aqueous media at room temperature. Res. Chem. Intermed. 2015, 41 (5), 3057-3078.

GHS Hazard and Precautionary Statements

Hazard Statements: H272-H314-H351-H400-H410-H317

May intensify fire; oxidizer. Causes severe skin burns and eye damage. Suspected of causing cancer. Very toxic to aquatic life. Very toxic to aquatic life with long lasting effects. May cause an allergic skin reaction.

Precautionary Statements: P221-P210-P260-P201-P220-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501a

Take any precaution to avoid mixing with combustibles. Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Keep/Store away from clothing/combustible materials. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Hazard Class
5.1
Packing Group
II
Harmonized Tariff Code
2933.39
TSCA
Yes

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