Acid Catalyzed Aromatization of Carvone: 1. Starting with the ketone, below, draw a mechanism for the reaction to give the phenol as shown. H2SO4 HO- H₂O 2. Why do we use CDCl instead of CHCl, for acquiring our NMR spectra? 3. Why does it not matter which enantiomer of carvone is used for this reaction? What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?

EBK A SMALL SCALE APPROACH TO ORGANIC L
4th Edition
ISBN:9781305446021
Author:Lampman
Publisher:Lampman
Chapter34: Aqueous-based Organozinc Reactions
Section: Chapter Questions
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Acid Catalyzed Aromatization of Carvone:
1. Starting with the ketone, below, draw a mechanism for the reaction to give the phenol as shown.
H2SO4
HO-
H₂O
2. Why do we use CDCl instead of CHCl, for acquiring our NMR spectra?
3. Why does it not matter which enantiomer of carvone is used for this reaction?
What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material?
What other impurities are present in your product and how do you know?
Transcribed Image Text:Acid Catalyzed Aromatization of Carvone: 1. Starting with the ketone, below, draw a mechanism for the reaction to give the phenol as shown. H2SO4 HO- H₂O 2. Why do we use CDCl instead of CHCl, for acquiring our NMR spectra? 3. Why does it not matter which enantiomer of carvone is used for this reaction? What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?
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