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I am not sure why the answer implies that its better to have the deuterium in axial rather than equatorial. I thought equatorial was always better due to the decreased steric hindrance
A carbon deuterium bond is shorter than a carbon hydrogen bond. using this idea, how many deuterium atoms assume axial orientation in the most stable conformation of the molecules?
(shows a picture of a cyclohexane with three cis deuterium bonds... i guess you would call it: 1,2,3 cis-trideuterium cyclohexane)
A) 0
B) 1
C) 2
D) 3
The answer says because the three deuterium atoms are cis with respect to one another, they cannot all be axial nor all be equatorial. the most stable orientation has as many deterium atoms with axial orientation as possible. however, because the deuterium atoms are all mutually cis to one another, the structure must have at least one deuterium with equatorial orientation. the best choice is C
Why is axial better in this case? is it because the shorter bond decreases steric hindrance? Or is it becauae in the equatorial position you would have gauche interactions?
Thanks!
A carbon deuterium bond is shorter than a carbon hydrogen bond. using this idea, how many deuterium atoms assume axial orientation in the most stable conformation of the molecules?
(shows a picture of a cyclohexane with three cis deuterium bonds... i guess you would call it: 1,2,3 cis-trideuterium cyclohexane)
A) 0
B) 1
C) 2
D) 3
The answer says because the three deuterium atoms are cis with respect to one another, they cannot all be axial nor all be equatorial. the most stable orientation has as many deterium atoms with axial orientation as possible. however, because the deuterium atoms are all mutually cis to one another, the structure must have at least one deuterium with equatorial orientation. the best choice is C
Why is axial better in this case? is it because the shorter bond decreases steric hindrance? Or is it becauae in the equatorial position you would have gauche interactions?
Thanks!