Answered: What final product is obtained when…

What final product is obtained when 2,8-nonanedione is treated with base, followed by reaction with sodium borohydride? OH OH I O A. IV O B. III O C. II O D.I O E. V IV 8= II OH III

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

Chapter22: Reactions Of Benzene And Its Derivatives

Section: Chapter Questions

Problem 22.28P

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Concept explainers

Alkanes and Cycloalkanes

Alkanes are saturated organic compounds which are made up of C and H atoms. Alkanes have the general formula of CnH2n+2. Alkane contains sp3 hybridized carbon atoms with four sigmas (σ) bonds & every hydrogen atom is connected with one of the carbon atoms. The size of the alkane could be determined by the number of carbon atoms located in it.

Question

What final product is obtained when 2,8-nonanedione is treated with base, followed by reaction with sodium borohydride?
OH
OH
I
O A. IV
O B. III
O C. II
O D.I
O E. V
IV
II
OH
III

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Step 1: 2,8-nonadione reacts with base to undergo intramolecular aldol condensation

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Step 2: The resultant enone is finally reduced with NaBH4

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