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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 ...
The worldwide production of acetic anhydride is a major application, and uses approximately 25% to 30% of the global production of acetic acid. The main process involves dehydration of acetic acid to give ketene at 700–750 °C.
Acetic formic anhydride is an organic compound with the chemical formula C 3 H 4 O 3, which can be viewed as the mixed anhydride of acetic acid and formic acid. It is used on a laboratory-scale as a formylating agent. [1]
Acetic anhydride is produced by carbonylation of methyl acetate in a process that is similar to the Monsanto acetic acid synthesis. Methyl acetate is used in place of methanol as a source of methyl iodide. [5] CH 3 CO 2 CH 3 + CO → (CH 3 CO) 2 O
An acid anhydride is a type of chemical compound derived by the removal of water molecules from an acid. In organic chemistry, organic acid anhydrides contain the functional group −C(=O)−O−C(=O)−. Organic acid anhydrides often form when one equivalent of water is removed from two equivalents of an organic acid in a dehydration reaction.
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 elimination of acetic acid and dimethyl sulphide to the aldehyde.
The mechanism of the Pummerer rearrangement begins with the acylation of the sulfoxide (resonance structures 1 and 2) by acetic anhydride to give 3, with acetate as byproduct. . The acetate then acts as a catalyst to induce an elimination reaction to produce the cationic-thial structure 4, with acetic acid as byprod
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