Winter 2014 Q6E/F

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Katelyn Li 2J
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Winter 2014 Q6E/F

Postby Katelyn Li 2J » Thu Mar 16, 2017 3:10 pm

This question asks to draw the lowest and second lowest energy conformation Newman diagrams for 3-chloro-4,4,4-trihydroxy-3-methylbutanenitrile looking down the C2-C3 bond axis. Can someone please explain the arrangements? I understand why it's staggered, but not where to put everything.

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Re: Winter 2014 Q6E/F

Postby Chem_Mod » Sat Mar 18, 2017 9:20 pm

The most stable has the largest substituents anti.
The next most stable has the largest substituents gauche.

See the butane example we did in class (and in the course reader).

Return to “*Alkanes and Substituted Alkanes (Staggered, Eclipsed, Gauche, Anti, Newman Projections)”

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