Why can salicylic acid form esters?
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Why can salicylic acid form esters?
The major use of salicylic acid is in the preparation of its ester derivatives; since it contains both a hydroxyl (−OH) and a carboxyl (−CO2H) group, it can react with either an acid or an alcohol. The hydroxyl group reacts with acetic acid to form the acetate ester, acetylsalicylic acid (see aspirin).
Does salicylic acid have an ester group?
carboxylic acids In methyl salicylate (oil of wintergreen), the COOH group of salicylic acid is esterified with methanol (CH3OH), whereas in acetylsalicylic acid (aspirin) the acid component of the ester is acetic acid, and salicylic acid contributes the phenolic ―OH group.
What is the esterification of salicylic acid?
When salicylic acid combines with methanol it becomes the ester known as methyl salicylate or oil of wintergreen. Methanol is also known as methyl alcohol and wood alcohol. General formula RCOOR’. The reaction of salicylic acid C6H4(OH)CO2H and methanol CH3OH forms this ester.
What is the chemical reaction involved in the synthesis of salicylic acid?
The reaction that is used for the synthesis is shown below. In this reaction, an excess of acetic anhydride (C4H6O3) is added to a measured mass of salicylic acid (C7H6O3) in the presence of a catalyst, sulfuric acid (H2SO4). The mixture is heated to form the acetylsalicylic acid (C9H8O4) and acetic acid (C2H4O2).
How is salicylic acid converted to benzoic acid?
Further reading
- Tibor Janda.
- Orsolya Kinga Gondor.
- Magda Pál.
What is salicylic acid functional group?
Structure of Salicylic Acid Its IUPAC name is 2-hydroxybenzoic acid. It contains a hydroxyl group (–OH group) attached at the ortho position with respect to the carboxylic acid functional group(–COOH group) present on the benzene ring. The molecular weight (or molar mass) of Salicylic Acid is 138.12 g/mol.
What ester does methanol and salicylic acid make?
Methyl salicylate
Methyl salicylate, an ester derived from the combination of salicylic acid and methanol, is also known as the oil of wintergreen.
Which ester is formed when propanoic acid and ethanol react?
propanoate
In this case, the alcohol is ethanol, so we use ethyl. The carboxylic acid is propanoic acid, so we use propanoate. This gives us ethyl propanoate.
Why is ester formation a condensation reaction?
Esters are formed by the condensation reaction between an alcohol and a carboxylic acid. In a condensation reaction, two molecules join and produce a larger molecule whilst eliminating a small molecule. During esterification this small molecule is water.