What is the mechanism for base-catalyzed transesterification with methanol where the ester reacts with an alcohol solvent to form a new ester that contains the alcohol's OR group?
Please draw out mechanism and explain. the reaction will use the reagents XS NaOCH3 (from NaOH, CH3OH) to convert vegatable oil (a fatty acid triester) to glycerol and 3 moles of methyl oleate (biodiesel)
Answer: Trans-esterification is just a reaction of exchanging the alkoxy (-OR) group of an ester with the new alkoxy group which usually comes from the solvent as a result of the reaction of base with the solvent. To show the mechanism, a simple ester has been taken and the reaction of trans-esterification is illustrated with arrows. In the base-catalyzed trans-esterification, the first step is the formation of Na-OR' in which the alkoxide (-OR') is from the solvent. As methanol is the solvent in our case. It will be sodium methoxide. In the second step, the formed -OCH3 will attack the electrophilic carbonyl carbon of the ester and will eliminate the -OR which was already present in the ester. This process is known as trans-esterification.
Trans-esterification of vegetable oil with NaOH and Methanol is drawn at the end. Please refer to the attached image.
What is the mechanism for base-catalyzed transesterification with methanol where the ester reacts...
Draw the mechanism for the base-catalyzed transesterification of a vegetable oil using methanol
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