ОН H, SO, → product Step 1: Use curved arrows to complete the Step 2: Use a curved arrow to show the formation protonation mechanism of the alcohol. of the carbocation intermediate. Note: HSO, is formed from step 1, but not shown. Select Draw Rings More Erase Select Draw Rings More Erase C H C H :0: H H - O - II : o :
ОН H, SO, → product Step 1: Use curved arrows to complete the Step 2: Use a curved arrow to show the formation protonation mechanism of the alcohol. of the carbocation intermediate. Note: HSO, is formed from step 1, but not shown. Select Draw Rings More Erase Select Draw Rings More Erase C H C H :0: H H - O - II : o :
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter15: Radical Reactions
Section: Chapter Questions
Problem 12E
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Question
- For the dehydration shown, use curved arrows to show the formation of the carbocation intermediate in the presence of sulfuric acid H2SO4H2SO4, then draw the structure of the major product of the elimination.
(Picture 1):
Step 1: Use curved arrows to complete the protonation mechanism of the alcohol.
Step 2: Use a curved arrow to show the formation of the carbocation intermediate. Note: HSO−4HSO4− is formed from step 1, but not shown.
(Picture 2):
Step 3: Use a curved arrow to show the carbocation rearrangement.
Step 4: Draw curved arrows to show the elimination to form the major product. Water is added as a base.
- Draw the major product of the elimination. H3O+H3O+ has been pre‑drawn for your convenience.
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