Methyl salicylate has the odor of oil of wintergreen. This ester is prepared by the Fisher esterification of salicylic acid with methanol, shown here: HSO, OH CH,OH OCH, H,0 [+] +] OH OH Use the dropdowns below to indicate the order of the steps that occur in this reaction mechanism to transform salicylic acid into methyl salicylate.

Chemistry: An Atoms First Approach
2nd Edition
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Author:Steven S. Zumdahl, Susan A. Zumdahl
Publisher:Steven S. Zumdahl, Susan A. Zumdahl
Chapter11: Chemical Kinetics
Section: Chapter Questions
Problem 1RQ: Define reaction rate. Distinguish between the initial rate, average rate, and instantaneous rate of...
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Methyl salicylate has the odor of oil of wintergreen. This ester is prepared by the Fisher
esterification of salicylic acid with methanol, shown here:
HSO,
OH
* CH,OH
OCH,
• H,0
+]
OH
OH
Use the dropdowns below to indicate the order of the steps that occur in this reaction mechanism to
transform salicylic acid into methyl salicylate.
Step 1
[ Choose
(Choose
Step 2
Protonation of the C-O oxygen atom
Step 3
Proton transfer to neutralize the product
Reforming of the CHOand loss of the leaving group
Step 4
Proton transferts the OH group on the tetrahedral intermediate
Attack of the methanol on the carbon of the C-O
Step 6
Breaking of the pi bond to push eléctrons onto exygeri nd form the tetrahedial intermedian
Transcribed Image Text:Methyl salicylate has the odor of oil of wintergreen. This ester is prepared by the Fisher esterification of salicylic acid with methanol, shown here: HSO, OH * CH,OH OCH, • H,0 +] OH OH Use the dropdowns below to indicate the order of the steps that occur in this reaction mechanism to transform salicylic acid into methyl salicylate. Step 1 [ Choose (Choose Step 2 Protonation of the C-O oxygen atom Step 3 Proton transfer to neutralize the product Reforming of the CHOand loss of the leaving group Step 4 Proton transferts the OH group on the tetrahedral intermediate Attack of the methanol on the carbon of the C-O Step 6 Breaking of the pi bond to push eléctrons onto exygeri nd form the tetrahedial intermedian
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