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  2. Erlenmeyer–Plöchl azlactone and amino-acid synthesis

    en.wikipedia.org/wiki/Erlenmeyer–Plöchl...

    Hippuric acid, the benzamide derivative of glycine, cyclizes in the presence of acetic anhydride, condensing to give 2-phenyl-oxazolone. [3] This intermediate also has two acidic protons and reacts with benzaldehyde, acetic anhydride and sodium acetate to a so-called azlactone. This compound on reduction gives access to phenylalanine. [4]

  3. Acetic anhydride - Wikipedia

    en.wikipedia.org/wiki/Acetic_anhydride

    Acetic anhydride, or ethanoic anhydride, is the chemical compound with the formula (CH 3 CO) 2 O. Commonly abbreviated Ac 2 O , it is the simplest isolable anhydride of a carboxylic acid and is widely used as a reagent in organic synthesis .

  4. Acetoacetate decarboxylase - Wikipedia

    en.wikipedia.org/wiki/Acetoacetate_decarboxylase

    In the presence of acetic anhydride, the enzyme is inactivated, unable to catalyze the hydrolysis reaction 2,4-dinitrophenyl propionate to dinitrophenol. [ 14 ] Acetonylsulfonate acts as a competitive inhibitor (K I =8.0 mM ) as it mimics the characteristics of the natural substrate, acetoacetate (K M =8.0 mM). [ 15 ]

  5. Lactone - Wikipedia

    en.wikipedia.org/wiki/Lactone

    Like straight-chained esters, the hydrolysis-condensation reaction of lactones is a reversible reaction, with an equilibrium. However, the equilibrium constant of the hydrolysis reaction of the lactone is lower than that of the straight-chained ester i.e. the products (hydroxyacids) are less favored in the case of the lactones.

  6. Shiina macrolactonization - Wikipedia

    en.wikipedia.org/wiki/Shiina_macrolactonization

    All of the processes of Shiina macrolactonization consist of reversible reactions, with the exception of the last cyclization step.At the first stage of the reaction, mixed anhydride (MA) is produced quickly under mild conditions; at the second stage, a faster cyclization of the MA prevents an increase in MA concentration.

  7. Albright–Goldman oxidation - Wikipedia

    en.wikipedia.org/wiki/Albright–Goldman_oxidation

    The following figure shows the reaction mechanism: [2] Reaktionsmechanismus Albright-Goldman-Oxidation. First, dimethyl sulfoxide (1) reacts with acetic anhydride to form a sulfonium ion. It reacts with the primary alcohol in an addition reaction. Furthermore, acetic acid is cleaved, so that intermediate 2 is formed. The latter reacts upon ...

  8. Acetylation - Wikipedia

    en.wikipedia.org/wiki/Acetylation

    Acetic anhydride. This reagent is common in the laboratory; its use cogenerates acetic acid. [7] [10] Acetyl chloride. This reagent is also common in the laboratory, but its use cogenerates hydrogen chloride, which can be undesirable. [8] Ketene. At one time acetic anhydride was prepared by the reaction of ketene with acetic acid: [11]

  9. Boekelheide reaction - Wikipedia

    en.wikipedia.org/wiki/Boekelheide_reaction

    The mechanism of the Boekelheide reaction begins by an acyl transfer from the trifluoroacetic anhydride to the N-oxide oxygen. The α-methyl carbon is then deprotonated by the trifluoroacetate anion. This sets the molecule up for a [3.3]-sigmatropic rearrangement which furnishes the trifluoroacetylated methylpyridine. Hydrolysis of the ...