why is alcohol used in excess in esterification


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  • When primary alcohol is treated with a carboxylic acid in the presence of sulphuric acid a compound is formed.
    This compound has a sweet smell.
    The compound obtained is called ester.
    The chemical reaction occurring in the formation of the ester is known as an esterification reaction.

  • Why is alcohol the limiting reagent in Fischer esterification?

    The Fischer esterification uses sulphuric acid as a catalyst.
    It protonates the carboxylic acid carbonyl group and not the feature of hydroxyl.
    The resulting cation is a stable resonance.
    Because the reaction is a 1:1 reaction (carboxylic acid: alcohol), the limiting reagents are the carboxylic acid.

  • Why is excess reagent used in esterification?

    Because there is typically very little difference in stability between both esters, the equilibrium constant of this reaction is usually near one.
    Using a large excess of the reactant alcohol or removing the alcohol side-product can push the reaction equilibrium towards the products by Le Chatelier's principal.

  • Why was excess acetic acid used in the reaction?

    A large amount of excess acetic acid is used in the preparation of isopentyl acetate in order to shift the equilibrium towards the products and obtaining high yields of isopentyl acetate.
    Also, acetic acid is cheaper as compared to isopentyl alcohol.

  • To drive the equilibrium to make more ester, excess alcohol is added following Le Chatelier's Principle. In addition, an acid catalyst is needed. Its role is to facilitate the nucleophilic attack of the alcohol at the carbonyl carbon of the carboxylic acid.
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