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).


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