Answered: Give the structure of the product…

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter17: Carboxylic Acids

Section: Chapter Questions

Problem 17.24P

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Question

Give the structure of the product formed on reaction of ethyl acetoacetate with each of the following:
(a) 1-Bromopentane and sodium ethoxide
(b) Saponification (basic hydrolysis) and decarboxylation of the product in part (a)
(c) Methyl iodide and the product in part (a) treated with sodium ethoxide
(d) Saponification and decarboxylation of the product in part (c)
(e) 1-Bromo-3-chloropropane and one equivalent of sodium ethoxide
(f) Product in part (e) treated with a second equivalent of sodium ethoxide
(g) Saponification and decarboxylation of the product in part (f)
(h) Phenyl vinyl ketone and sodium ethoxide
(i) Saponification and decarboxylation of the product in part (h)

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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