Discuss the derivatives of carboxylic acids Exp... - SS2 Chemistry Organic Chemistry III: Aldehydes, Ketones, and Carboxylic Acids Question
Discuss the derivatives of carboxylic acids. Explain the synthesis and properties of esters, amides, and acid chlorides. Provide examples illustrating the synthesis and properties of these derivatives.
Carboxylic acids can undergo various reactions to form derivatives. Three common derivatives of carboxylic acids are esters, amides, and acid chlorides. These derivatives possess unique properties and have diverse applications. Let's explore their synthesis and properties:
1. Esters:
● Synthesis: Esters are formed through esterification reactions, which involve the reaction between a carboxylic acid and an alcohol in the presence of an acid catalyst or heat. This reaction leads to the formation of an ester and water. For example, the reaction between acetic acid and ethanol produces ethyl acetate.
● Properties: Esters are characterised by their pleasant, fruity odours and are often used as fragrance and flavour compounds. They have relatively low boiling points, are generally insoluble in water, and are commonly used as solvents, plasticizers, and intermediates in organic synthesis.
2. Amides:
● Synthesis: Amides are formed by the reaction of a carboxylic acid with an amine. This reaction is known as amidation and is typically carried out in the presence of an acid catalyst. The reaction between acetic acid and ammonia, for instance, yields acetamide.
● Properties: Amides are less reactive than carboxylic acids and exhibit higher boiling points and greater stability due to the presence of strong intermolecular hydrogen bonding. They are found in various biologically important compounds, such as proteins and nucleic acids, and are used as synthetic intermediates, solvents, and drugs.
3. Acid Chlorides:
● Synthesis: Acid chlorides are synthesised through the reaction of a carboxylic acid with thionyl chloride (SOCl2) or phosphorus trichloride (PCl3). This reaction leads to the replacement of the hydroxyl group with a chlorine atom. For example, the reaction between acetic acid and thionyl chloride produces acetyl chloride.
● Properties: Acid chlorides are highly reactive compounds and can be used as acylating agents in various chemical reactions, such as the synthesis of amides, esters, and anhydrides. They are corrosive and can undergo vigorous reactions with water, alcohols, and amines.
These derivatives of carboxylic acids exhibit different properties and reactivity compared to the parent carboxylic acids. Their synthesis and unique properties make them valuable in various applications, including the production of fragrances, pharmaceuticals, polymers, and other industrial chemicals.
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