Compound A has a formula of C7H1403. A forms yellow precipitate with NaOH/I2 but does not form silve mirror with Tollens' test. When A is subjected to acid catalyzed hydrolysis, B is formed which gives positive Tollen's test. Propose all possible structures for A

Compound A has a formula of C7H1403. A forms yellow precipitate with NaOH/I2 but does not form silve mirror with Tollens' test. When A is subjected to acid catalyzed hydrolysis, B is formed which gives positive Tollen's test. Propose all possible structures for A

Chemistry for Today: General, Organic, and Biochemistry

9th Edition

ISBN:9781305960060

Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen

Publisher:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen

Chapter15: Carboxylic Acids And Esters

Section: Chapter Questions

Problem 15.55E

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Concept explainers

Aldehydes and Ketones

Aldehydes and ketones are organic compounds that have a carbonyl group, C = O, as their functional group. They both differ in the placement of this carbonyl group in their structures.

Question

Compound A has a formula of C7H1403. A forms yellow precipitate with NaOH/I2 but does not form silver
mirror with Tollens' test. When A is subjected to acid catalyzed hydrolysis, B is formed which gives
positive Tollen's test. Propose all possible structures for A
C1
6

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