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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 .
A common type of organic acid anhydride is a carboxylic anhydride, where the parent acid is a carboxylic acid, the formula of the anhydride being (RC(O)) 2 O. Symmetrical acid anhydrides of this type are named by replacing the word acid in the name of the parent carboxylic acid by the word anhydride. [2] Thus, (CH 3 CO) 2 O is called acetic ...
If the acyl groups are different, then they are named in alphabetical order in the same way, with anhydride replacing acid and IUPAC name consists of three words. For example, CH 3 CO−O−OCCH 3 is called ethanoic anhydride and CH 3 CO−O−OCCH 2 CH 3 is called ethanoic propanoic anhydride.
Acetic formic anhydride can be produced by reacting sodium formate with acetyl chloride in anhydrous diethyl ether between 23–27 °C. [2] It can also be prepared by the reaction of acetic anhydride and formic acid at 0 °C.
The trivial name "acetic acid" is the most commonly used and preferred IUPAC name. The systematic name "ethanoic acid", a valid IUPAC name, is constructed according to the substitutive nomenclature. [8] The name "acetic acid" derives from the Latin word for vinegar, "acetum", which is related to the word "acid" itself. "Glacial acetic acid" is ...
Acetyl chloride is a reagent for the preparation of esters and amides of acetic acid, used in the derivatization of alcohols and amines. One class of acetylation reactions are esterification, for example the reaction with ethanol to produce ethyl acetate and hydrogen chloride: CH 3 COCl + HO−CH 2 −CH 3 → CH 3 −COO−CH 2 −CH 3 + HCl
Names of acyl groups of amino acids are formed by replacing the -ine suffix with -yl. For example, the acyl group of glycine is glycyl , and of lysine is lysyl . Names of acyl groups of ribonucleoside monophosphates such as AMP (5′-adenylic acid), GMP (5′-guanylic acid), CMP (5′-cytidylic acid), and UMP (5′-uridylic acid) are adenylyl ...
For example, it reacts with water to form acetic acid; [23] with acetic acid to form acetic anhydride; with ammonia and amines to form ethanamides; [24] and with dry hydrogen halides to form acetyl halides. [25] The formation of acetic acid likely occurs by an initial formation of 1,1-dihydroxyethene, which then tautomerizes to give the final ...