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Propionyl chloride

Chemical compound From Wikipedia, the free encyclopedia

Propionyl chloride
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Propionyl chloride (also propanoyl chloride) is the organic compound with the formula CH3CH2C(O)Cl. It is the acyl chloride derivative of propionic acid. It undergoes the characteristic reactions of acyl chlorides.[1] It is a colorless, corrosive, volatile liquid.

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It is used as a reagent for organic synthesis. In derived chiral amides and esters, the methylene protons are diastereotopic.[2]

There have been efforts[3] to schedule propionyl chloride as a DEA List 1 Chemical as it can be used to synthesize fentanyl.

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Synthesis

Propionyl chloride is industrially produced by chlorination of propionic acid with phosgene:[4]

CH3CH2CO2H + COCl2 → CH3CH2COCl + HCl + CO2

References

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