tags
potassium dichromatechlorinebenzylchromiumbenzyl alcoholbisulfitechlorochromatehydrogenbenzaldehydepotassium chlorochromatesodium bisulfutealcoholsDCMformaldehydesulfuric
video tutorial Potassium chlorochromate and oxidation of benzyl alcohol
- Prepared potassium chlorochromate by reacting potassium dichromate with concentrated hydrochloric acid, crystallizing to yield 75 g of product as sharp orange crystals.
- Observed that the reagent can release hydrogen chloride vapors and that reactions with strong acids can form toxic species like chromyl chloride; notable odors reported during the benzaldehyde formation.
- Used potassium chlorochromate to oxidize benzyl alcohol to benzaldehyde in dichloromethane, with the reaction kept under about 30 °C by diluting with DCM to moderate vigor and lower boiling point for cooling.
- Workup involved dilution with water, filtration, washing with water and additional DCM, and purification via formation of a sodium bisulfite adduct; the white crystalline adduct was obtained (19.5 g) with a 67% yield; conversion to pure benzaldehyde was not shown here (covered in prior videos).
- Overall: the reagent is easy to prepare and use, giving a good yield, though the process is somewhat messy and entails handling toxic chromium species.
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