. Write the two chair conformations of each of the following and in each part designate which conformation would be the more stable: a. cis-1-tert-butyl-3-methylcyclohexane b. trans-1-tert-butyl-3-methylcyclohexane

. Write the two chair conformations of each of the following and in each part designate which conformation would be the more stable: a. cis-1-tert-butyl-3-methylcyclohexane b. trans-1-tert-butyl-3-methylcyclohexane

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter14: Elimination

Section: Chapter Questions

Problem 46CTQ

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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

1. Write the two chair conformations of each of the following and in each part designate which conformation would be the more stable:
a. cis-1-tert-butyl-3-methylcyclohexane
b. trans-1-tert-butyl-3-methylcyclohexane

2. Construct a qualitative potential-energy diagram for rotation about the C–C bond of 1,2-dibromoethane. Which conformation would you expect to be most stable? Label the anti and gauche conformations of 1,2-dibromoethane.

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On the more stable conformations (number one part A drawing), can you label each of the carbons as primary, secondary, tertiary, or quaternary.

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