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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 .
In organic chemistry, the acetoxy group (abbr. AcO or OAc; IUPAC name: acetyloxy [1]), is a functional group with the formula −OCOCH 3 and the structure −O−C(=O)−CH 3. As the -oxy suffix implies, it differs from the acetyl group (−C(=O)−CH 3) by the presence of an additional oxygen atom. The name acetoxy is the short form of acetyl-oxy.
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 ...
As examples, a water molecule easily adds to ketene to give 1,1-dihydroxyethene and acetic anhydride is produced by the reaction of acetic acid with ketene. Reactions between diols (HO−R−OH) and bis-ketenes (O=C=CH−R'−CH=C=O) yield polyesters with a repeat unit of (−O−R−O−CO−R'−CO). Ethyl acetoacetate, an important starting ...
Acetyl hypochlorite is reported to be produced by the reaction of acetic anhydride and dichlorine monoxide at very low temperatures: [2]. Cl 2 O + (CH3CO) 2 O → 2CH 3 COOCl. The liquid can be distilled at reduced pressure, however it cannot be heated, as it violently decomposes at 100 °C to acetic anhydride, oxygen, and chlorine gas, and reacts with water and alcohols.
It contains a double-bonded oxygen atom and an organyl group (R−C=O) or hydrogen in the case of formyl group (H−C=O). In organic chemistry, the acyl group (IUPAC name alkanoyl if the organyl group is alkyl) is usually derived from a carboxylic acid, in which case it has the formula R−C(=O)−, where R represents an organyl group or hydrogen.
In organic chemistry, an acetyl group is a functional group denoted by the chemical formula −COCH 3 and the structure −C(=O)−CH 3. It is sometimes represented by the symbol Ac [5] [6] (not to be confused with the element actinium). In IUPAC nomenclature, an acetyl group is called an ethanoyl group.
Illustrative of its nucleophilicity, anisole reacts with acetic anhydride to give 4-methoxyacetophenone: CH 3 OC 6 H 5 + (CH 3 CO) 2 O → CH 3 OC 6 H 4 C(O)CH 3 + CH 3 CO 2 H. Unlike most acetophenones, but reflecting the influence of the methoxy group, methoxyacetophenone undergoes a second acetylation. Many related reactions have been ...