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On heating with aqueous acid, 2,2-dimethyl-2,3-butanediol (pinacol) rearranges to 3,3-dimethyl-2-butanone (pinacolone): HO OH H₂C-C-C-CH3 CH3 H₂O* C-C-CH3 + H₂O H3C CH3 H₂C CH3 pinacol pinacolone Draw structural formulas for the two carbocation intermediates in this reaction. . You do not have to consider stereochemistry. Do not include counter-ions, e.g., Na+, I, in your answer. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate structures using the sign from the drop-down menu.

On heating with aqueous acid, 2,2-dimethyl-2,3-butanediol (pinacol) rearranges to 3,3-dimethyl-2-butanone (pinacolone): HO OH H₂C-C-C-CH3 CH3 H₂O* C-C-CH3 + H₂O H3C CH3 H₂C CH3 pinacol pinacolone Draw structural formulas for the two carbocation intermediates in this reaction. . You do not have to consider stereochemistry. Do not include counter-ions, e.g., Na+, I, in your answer. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate structures using the sign from the drop-down menu.

Chemistry & Chemical Reactivity
Chemistry & Chemical Reactivity
10th Edition
ISBN:9781337399074
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Chapter23: Carbon: Not Just Another Element
Section: Chapter Questions
Problem 86GQ
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On heating with aqueous acid, 2,2-dimethyl-2,3-butanediol (pinacol) rearranges to 3,3-dimethyl-2-butanone (pinacolone): HO OH H₂C-C-C-CH3 CH3 H₂O* C-C-CH3 + H₂O H3C CH3 H₂C CH3 pinacol pinacolone Draw structural formulas for the two carbocation intermediates in this reaction. . You do not have to consider stereochemistry. Do not include counter-ions, e.g., Na+, I, in your answer. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate structures using the sign from the drop-down menu.
Transcribed Image Text:On heating with aqueous acid, 2,2-dimethyl-2,3-butanediol (pinacol) rearranges to 3,3-dimethyl-2-butanone (pinacolone): HO OH H₂C-C-C-CH3 CH3 H₂O* C-C-CH3 + H₂O H3C CH3 H₂C CH3 pinacol pinacolone Draw structural formulas for the two carbocation intermediates in this reaction. . You do not have to consider stereochemistry. Do not include counter-ions, e.g., Na+, I, in your answer. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate structures using the sign from the drop-down menu.
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