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Salicylic acid is acetylated to form aspirin. In chemistry, acetylation is an organic esterification reaction with acetic acid. It introduces an acetyl group into a chemical compound. Such compounds are termed acetate esters or simply acetates. Deacetylation is the opposite reaction, the removal of an acetyl group from a chemical compound.
The synthesis of aspirin is classified as an esterification reaction. Salicylic acid is treated with acetic anhydride, an acid derivative, causing a chemical reaction that turns salicylic acid's hydroxyl group into an ester group (R-OH → R-OCOCH 3). This process yields aspirin and acetic acid, which is considered a byproduct of this
acetyl chloride SOCl 2 acetic acid (i) Li[AlH 4], ether (ii) H 3 O + ethanol Two typical organic reactions of acetic acid Acetic acid undergoes the typical chemical reactions of a carboxylic acid. Upon treatment with a standard base, it converts to metal acetate and water. With strong bases (e.g., organolithium reagents), it can be doubly deprotonated to give LiCH 2 COOLi. Reduction of acetic ...
Also visible is the salicylic acid which has transferred the acetyl group, and the heme cofactor. There are at least two different cyclooxygenase isozymes: COX-1 (PTGS1) and COX-2 (PTGS2). Aspirin is non-selective and irreversibly inhibits both forms [4] (but is weakly more selective for COX-1 [5]).
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
The reaction is often carried out without a solvent (particularly when a large reagent excess of the alcohol reagent is used) or in a non-polar solvent (e.g. toluene, hexane) that can facilitate Dean–Stark distillation to remove the water byproduct. [4] Typical reaction times vary from 1–10 hours at temperatures of 60–110 °C.
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.
Salicylamide is used in combination with both aspirin and caffeine in the over-the-counter pain remedy PainAid. It was also an ingredient in the over-the-counter pain remedy BC Powder but was removed from the formulation in 2009, and Excedrin used the ingredient from 1960 to 1980 in conjunction with aspirin , acetaminophen , and caffeine .