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.
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
ISBN:9781305079243
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](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F93e827cd-e13e-4433-ac84-20f21f2cd751%2Fe7e7817b-f479-4587-8222-893b3a5fa08e%2Fcvse3cw_processed.jpeg&w=3840&q=75)
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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