CHEM 344: Quiz 9 Fisher Esterification

The fisher esterification shown below is an equilibrium reaction with a relatively unfavorable Keq. How could the reaction be changed to favor the products?

Use of excess alcohol, use of carboxylic acid, remove water as it is formed (a, b, and c)

What is the role of sulfuric acid in the Fisher Esterification reaction?

Protonates the carbonyl oxygen of the carboxylic acid to form a better electrophile

What functional group transformation is occurring in Fisher Esterification?

Forming an ester from a carboxylic acid and alcohol

What is the gas formed when NaHCO3 is added?

CO2

Why is the reaction an unfavorable Keq?

The starting material and product have a poor leaving group with similar basicity

How many 1H signals?

5

What is true?

Esters are used in food and perfume

Role of carboxylic acid in Fisher Esterification?

Electrophile

Splitting for all?

A-quartet, B-doublet, C-doublet

Number of 1H signals?

6

Why is NaHCO3 added?

Remove excess acid present

In the sythesis of isoamyl acetate, a student began with 3.072 g of acetic acid (MW = 60.05 g/mol) and 2.234 mL of _____ (MW = 130.18 g/mol) collected was 2.493 g, what was the percent yield?

Just find the limiting reagent, then convert that to grams, and do percent yield (actual/theoretical)