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Salicylic acid is treated with acetic anhydride in the presence of conc.H2SO4

Question

Salicylic acid is treated with acetic anhydride in the presence of conc.H2SO4

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Solution

When salicylic acid is treated with acetic anhydride in the presence of concentrated H2SO4, it undergoes a process known as acetylation. This reaction is commonly used to synthesize aspirin, also known as acetylsalicylic acid. Here are the steps:

  1. First, the hydroxyl group (-OH) on the salicylic acid molecule reacts with the acetic anhydride. This is facilitated by the acid catalyst, concentrated H2SO4.

  2. The acetic anhydride donates an acetyl group (CH3CO) to the salicylic acid, replacing one hydrogen atom of the hydroxyl group.

  3. This results in the formation of an ester linkage (COO) between the two molecules, creating acetylsalicylic acid and a byproduct of acetic acid.

  4. The reaction can be represented by the following chemical equation:

    C7H6O3 + (CH3CO)2O → C9H8O4 + CH3COOH

In this equation, C7H6O3 represents salicylic acid, (CH3CO)2O represents acetic anhydride, C9H8O4 represents acetylsalicylic acid (aspirin), and CH3COOH represents acetic acid.

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Similar Questions

The reaction involved in this experiment is described as acetylation of Salicylic Acid. Discuss how the acetylation reaction is useful in the formation of other drug molecules from opiate

Aspirin (acetylsalicylic acid) was synthesised in the following experiment:8.25 g of salicylic acid (Msalicylic acid = 138.13 g mol–1) was reacted with 10.0 g of ethanoic anhydride (Manhydride = 102.10 g mol–1) in the presence of a concentrated sulfuric acid catalyst. 8.55 g of a white solid was collected at the end of the reaction.salicylic acid + ethanoic anhydride → acetylsalicylic acid + ethanoic acidCalculate the percentage yield of aspirin. State your answer to three significant figures. Maspirin = 180.17 g mol–1.

Which of the following is used to convert a carboxylic acid into an acid anhydride?Select answer from the options belowLiAlH4Aqueous baseNaOHAcetyl chloride, pyridine

Aspirin is known as :acetyl salicylic acidphenyl salicylateacetyl salicylatemethyl salicylic acid

Carboxylic acids can be prepared by treating _______.Select answer from the options belowa nitrile with thionyl chloride.an ester with LiAlH4 following by acidic workup.a Grignard reagent with carbon dioxide followed by acidic workup.an amide with LiAlH4.Save for LaterSubmit Answer

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