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Esterification of Isopentyl Acetate

Introduction

The focus of this experiment was centralized around using the esterification procedure in preparing an ester known as isopentyl acetate. ...

Isopentyl Acetate, CH3COOCH2CH(CH3)2, often referred to as banana oil for its strong banana odor, is a colorless liquid having a melting point of roughly -100°C and a boiling point of 143°C. Though it is a stable substance, isopentyl acetate is very reactive when mixed with oxidizing agents, strong acids, strong bases, nitrates and alkali metals, acting violently, with the possibility of flammability.

In this experimentation, isopentyl acetate, which is an ester, was formed. By combining acetic acid and isopentyl alcohol with the addition of sulphuric acid and heat, an ester, isopentyl acetate was produced.

Esters are formed from a reaction of carboxylic acids with alcohols, as is shown below:





carboxylic acid alcohol ester water


The combination of two molecules joining together to form a much larger molecule, in addition to the loss of water, is a condensation reaction known as esterification.






acetic acid isopentyl isopentyl water
alcohol acetate

By having the reaction mixture as an equilibrium mixture, the equilibrium constant, K, could be calculated, using the concentrations of the reactants and products.

K = [ester] [H2O]
[alcohol][acid]

The equilibrium constant for esterification is generally less than 4, furthermore, it is easily seen that if one uses one mole of both the carboxylic acid and the alcohol at equilibrium, approximately 2/3 of the ester will be formed. ... In this experiment, one of the initial reactants, isopentyl alcohol, was used in excess to shift the equilibrium in order to bring Le Chatelier’s Principle into play, forcing the reaction to continue to the right, compensating for any lost product. ...

Finally, the isopentyl acetate was distilled. ... To the flask 15mL of isopentyl alcohol, 20mL of glacial acetic acid, and 4mL of concentrated sulphuric acid were added.

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Paper Information

Title: Esterification of Isopentyl Acetate

Words: 1516
Rating: None
Pages: 6.1
submitted by: natalie00

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