Answered: H H3O+ H

Science

Chemistry

H H3O+ H

Introduction to General, Organic and Biochemistry

11th Edition

ISBN:9781285869759

Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Chapter10: Organic Chemistry

Section: Chapter Questions

Problem 10.49P

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Question

Provide a mechanism for the intramolecular nucleophilic addition and elimination reaction shown here by providing the missing structures (including the final product) and curved arrows. The reaction resembles a Dieckmann condensation, except instead of two esters, the molecule contains an ester and a ketone. The ketone is more acidic and will be the nucleophile. Your structures should include all nonzero formal charges and lone pairs of electrons. When drawing the enolate place the negative charge on the carbon not the oxygen.

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

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