What happens when salicylic acid reacts with acetic anhydride?

What happens when salicylic acid reacts with acetic anhydride?

When a mixture of salicylic acid, acetic anhydride and acetic acid is refluxed then the product obtained is also called aspirin. The phenol group present on the salicylic acid forms an ester with carboxyl group on the acetic acid. This reaction is very slow and produces low yield.

What is the chemical equation of esterification?

Esters have a general formula which is RCOOR’ where R and R’ belong to alkali groups. We get them through the reaction of acids with alcohols. In case if the Ester is formed from the acid RCOOH and alcohol R’OH then the formula for the Ester will be RCOOR’ which will be followed by the elimination of water molecules.

Is the chemical reaction between salicylic acid and acetic acid esterification?

Salicylic acid, prepared from the hydrolysis of methylsalicylate is reacted with acetic anhydride producing the ester product, acetylsalicylic acid. In a previous experiment, we have used the Fischer esterification reaction to produce isopentyl acetate from an acid (acetic acid) and an alcohol (isopentyl alcohol).

What type of reaction is salicylic acid and acetic anhydride?

Aspirin is prepared in the laboratory by classical esterification reaction of salicylic acid with acetic anhydride. Ester bond obtained by reaction of OH-group of salicylic acid and COOH-group of acetic anhydride.

What happens when salicylic acid reacts with?

When salicylic acid is treated with ${(C{H_2}CO)_2}O$ in presence of acid or ${H^ + }$ , it produces acetylsalicylic acid or aspirin. Acetic acid is also produced as the by-product in the reaction. Salicylic acid reacts better with acetic acid than compared to when it reacts with acetic acid.

What is esterification reaction with Example Class 12?

Esterification is the process of mixing an organic acid (RCOOH) with an alcohol (ROH) to make an ester (RCOOR) and water; or a reaction leading to the formation of a minimum of one ester product. Ester is obtained by an esterification reaction of an alcohol and an acid.

What type of reaction is esterification?

Esterification is a reversible reaction. Esters undergo hydrolysis under acid and basic conditions. Under acidic conditions, the reaction is the reverse reaction of the Fischer esterification. Under basic conditions, hydroxide acts as a nucleophile, while an alkoxide is the leaving group.

What is the empirical formula of salicylic acid?

C₇H₆O₃
Salicylic acid/Formula

How is acetylsalicylic acid prepared as an ester?

The preparation consists of an esterification reaction catalyzed by acid (H 2SO 4 or H 3PO 4), where salicylic acid treated with acetic anhydride gives acetylsalicylic acid (aspirin). In this reaction, a hydroxyl group is converted to an ester, with acetic acid as a byproduct.

How to make salicylic acid from acetic anhydride?

Add 8.5 ml acetic anhydride and 3-4 drops of concentrated sulphuric acid to the flask carefully and mix thoroughly. Warm the mixture on water bath at 60 degrees about 20 min with frequent stirring. Allow the contents in the flask to cool and pour into 100 ml cold water in 250 ml beaker with constant Stirring.

How can I make aspirin from salicylic acid?

Home Synthesis of aspirin from salicylic acid using acetic anhydride. Principle: Synthesis of aspirin from salicylic acid occurs by acetylation process in acidic medium. Salicylic acid interacts with acetic anhydride in presence of few drops of concentrated sulphuric acid to produce aspirin and a molecule of acetic acid.

How is the yield of salicylic acid calculated?

Here limiting reagent is salicylic acid; hence yield should be calculated from its amount taken. Molecular formula of salicylic acid = C7H6O3. Molecular formula of acetylsalicylic acid (aspirin) = C9H8O4. Molecular weight of salicylic acid = 138 g/mole. Molecular weight of acetyl salicylic acid (aspirin) = 180 g/mole.

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