When 1,2-cyclopentanediol and acetone are mixed in the presence of a catalytic amount of acid, the reaction shown below occurs: OH H,o* o: CH3 + H20 HO. H;C CH3 (cat.) 0. CH3 Propose a curved-arrow mechanism for this reaction. Use curved arrows to show movement of electron pairs, and draw structures for all important reaction intermediates. Be sure to show all lone pairs and nonzero formal charges. The reaction is catalytic in acid, so the H30* that is used in the first step must be regenerated by the end of the mechanism. Your aneAar to thie ai

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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When 1,2-cyclopentanediol and acetone are mixed in the presence of a catalytic amount of acid, the reaction shown below occurs:
OH
H,o*
Co: CH3
+
H20
HO,
H3C“
CH3
(cat.)
O. CH3
Propose a curved-arrow mechanism for this reaction. Use curved arrows to show movement of electron pairs, and draw structures for all important reaction
intermediates. Be sure to show all lone pairs and nonzero formal charges. The reaction is catalytic in acid, so the H3O™ that is used in the first step must be regenerated
by the end of the mechanism.
Your ansAar to thie unti
ar the ausmai-
Transcribed Image Text:When 1,2-cyclopentanediol and acetone are mixed in the presence of a catalytic amount of acid, the reaction shown below occurs: OH H,o* Co: CH3 + H20 HO, H3C“ CH3 (cat.) O. CH3 Propose a curved-arrow mechanism for this reaction. Use curved arrows to show movement of electron pairs, and draw structures for all important reaction intermediates. Be sure to show all lone pairs and nonzero formal charges. The reaction is catalytic in acid, so the H3O™ that is used in the first step must be regenerated by the end of the mechanism. Your ansAar to thie unti ar the ausmai-
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