When treated with CrO3, 2-tert-butylcylclohexanol undergoes oxidation reaction to yield 2-tert-butylcyclohexanone. Draw the chair conformation for both isomers. If the axial-OH is generally more reactive than its equatorial isomer, determine the isomer that reacts faster.

When treated with CrO3, 2-tert-butylcylclohexanol undergoes oxidation reaction to yield 2-tert-butylcyclohexanone. Draw the chair conformation for both isomers. If the axial-OH is generally more reactive than its equatorial isomer, determine the isomer that reacts faster.

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

Chapter2: Alkanes And Cycloalkanes

Section: Chapter Questions

Problem 2.35P: Consider 1-bromo-2-methylpropane and draw the following. (a) The staggered conformation(s) of lowest...

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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

When treated with CrO_3,2-tert-butylcylclohexanol undergoes oxidation reaction to yield 2-tert-butylcyclohexanone. Draw the chair conformation for both isomers. If the axial-OH is generally more reactive than its equatorial isomer, determine the isomer that reacts faster. Explain your answer in (ii)

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