Which reagent, cinnamic acid or cinnamoyl chloride is more reactive in the ester synthesis? Give specific evidence from your two procedures, that is reaction conditions (not data) that indicates the difference in reactivity.
Which reagent, cinnamic acid or cinnamoyl chloride is more reactive in the ester synthesis? Give specific evidence from your two procedures, that is reaction conditions (not data) that indicates the difference in reactivity.
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Which reagent, cinnamic acid or cinnamoyl chloride is more reactive in the ester synthesis? Give specific evidence from your two procedures, that is reaction conditions (not data) that indicates the difference in reactivity.
Transcribed Image Text:About the experiment:
Ethyl cinnamate (a component of the essential oil of cinnamon) can be synthesized from a Fischer
esterification, the reaction of an alcohol with a carboxylic acid.
H+
+
HO.
ethanol
ethyl cinnamate
cinnamic acid
The Fischer esterification requires a mineral acid catalyst (conc. H2SO4) to proceed at a reasonable
rate. This reaction is an equilibrium; as such, an excess of one reactant is usually used to drive the
equilibrium. Water is the byproduct of this reaction and in some cases removing water as it is
formed is also used to drive the equilibrium. The reaction generally occurs under reflux for a fairly
long period of time.
Esters may also be prepared from the reaction of an alkanoyl chloride with an alcohol - this reaction is
rapid and does not require a catalyst. The reaction is generally done at room temperature or gentle
warming.Cinnamoyl chloride will be the alkanoyl chloride necessary for this synthesis of ethyl
cinnamate.
CI
+.
ethanol
cinnamoyl chloride
ethyl cinnamate
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