Lab 7 Esterification.pdf - Esterification Pre Lab...

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Esterification Pre Lab Assignment: Complete the pre-lab cover page and develop a procedure. Draw the mechanism of the reaction you will complete in lab. Use the proper arrow drawing convention to show all bond making and bond breaking steps in the reaction. Include all intermediates, including resonance structures. Learning Goals: Understand the mechanism of esterification and how it relates to ester hydrolysis. Understand how column chromatography can be used to separate compounds of different polarity. Relate column chromatography to TLC separation Introduction: An ester is a functional group where a carbonyl carbon is bonded to an alkoxyl group. These compounds are commonly found in nature. R O OC R 1 R 2 R 3 O O O O Generic Ester methyl butyrate ethyl 2-methylpropionate The portion of the molecule in red is the ester functionality Many esters have strong and pleasant odors. The fragrances and odors of flowers and fruits are usually due to a complex mixture of several different chemicals, including esters, where one ester typically predominates over the rest. The dominant ester in pineapples is ethyl butyrate, while methyl butyrate is the predominating ester in apples. Esters are commonly used as artificial flavors in the food and beverage industry. Despite pleasant flavors and smells, esters are rarely used in perfumes or other scents designed to be applied to skin due to their tendency to hydrolyze to alcohol and acid. Ester hydrolysis,
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