Propose a plausible mechanism for the following transformation. OH [H,SO] MESH Mes

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter9: Nucleophilic Substitution And Β-elimination
Section: Chapter Questions
Problem 9.45P: Draw a structural formula for the major organic product of each reaction and specify the most likely...
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Practice Problem 13.38d
Propose a plausible mechanism for the following transformation.
OH
[H,SO4]
MeSH
Mes
Transcribed Image Text:Practice Problem 13.38d Propose a plausible mechanism for the following transformation. OH [H,SO4] MeSH Mes
13.38d1
O Get help answering Molecular Drawing questions.
Add curved arrow(s) to draw step 1 of the mechanism. Modify the given drawing of the product as needed to show the intermediate that is formed in this step.
to
H,C-
+ H-OH,
Н— он,
Edit
H;C
Transcribed Image Text:13.38d1 O Get help answering Molecular Drawing questions. Add curved arrow(s) to draw step 1 of the mechanism. Modify the given drawing of the product as needed to show the intermediate that is formed in this step. to H,C- + H-OH, Н— он, Edit H;C
Expert Solution
Step 1

Sequence in the mechanism :- 

  • Protonation of etheral oxygen
  • Attack of nucleophile to the most substituted site
  • Deprotonation to form product
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