acetylation with acetic anhydride and pyridine


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PDF Acetic Anhydride

Appearance: clear colorless liquid Acetic anhydride is an acylation reagent Add 1mL acetic anhydride:pyridine 1:1 Heat at 100°C for 20 minutes 3 

  • Phenols are not acetylated by acetic anhydride alone in carbon tetrachloride, but addition of pyridine leads to acetylation.
    Alcohols, in contrast, are acetylated in the absence of pyridine, but the extent of catalysis by pyridine is less than for phenols.

  • What is the role of acetic acid of pyridine in acetylation?

    Pyridine acts as an acceptor for the acid by-product formed in the reaction.
    Thus it is used to remove the side product i.e.
    H C l from the reaction mixture.
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  • A crystalline product obtained from an attempted acetylation with pyridine and acetic anhydride (in the presence of a niacytin hydrolysate) is shown to be N-acetyl-1,2-dihydro-2-pyridylacetic acid (1), produced by combination of the pyridine and the acetic anhydride.
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