Consider 1-bromopropane, CH3CH2CH2Br. (a) Draw a Newman projection for the conformation in which !CH3 and !Br are anti (dihedral angle 1808). (b) Draw Newman projections for the conformations in which !CH3 and !Br are gauche (dihedral angles 608 and 3008).

Consider 1-bromopropane, CH3CH2CH2Br. (a) Draw a Newman projection for the conformation in which !CH3 and !Br are anti (dihedral angle 1808). (b) Draw Newman projections for the conformations in which !CH3 and !Br are gauche (dihedral angles 608 and 3008).

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

Section2.6: Cis,trans Isomerism In Cycloalkanes And Bicycloalkanes

Problem 2.13P: Following is a planar hexagon representation for one isomer of 1,2,4-trimethylcyclohexane. Draw the...

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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

2.34 Consider 1-bromopropane, CH3CH2CH2Br.
(a) Draw a Newman projection for the conformation in which !CH3 and !Br are anti
(dihedral angle 1808).
(b) Draw Newman projections for the conformations in which !CH3 and !Br are
gauche (dihedral angles 608 and 3008).
(c) Which of these is the lowest energy conformation?
(d) Which of these conformations, if any, are related by reflection?

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