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rotation in esters
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Jolie_5896
#1 Posted : Wednesday, May 12, 2021 6:04:24 PM
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Hello,

In the classroom companion, page 221 it is discussed that the amide C-N bond doesn`t rotate because of resonance. Is this also true for esters and anhydrides--i.e. do the C-O bonds also not rotate for those? Thank you!
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Anjali_5681
#2 Posted : Friday, May 14, 2021 4:31:15 PM
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Hi Jolie,

Nope, this is unique to the amide C-N. Nitrogen is great at giving away a lone pair to form a bond, but oxygen is not as great as doing that.

Hope that helps!
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Jolie_5896
#3 Posted : Friday, May 14, 2021 6:08:39 PM
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Thank you, that makes sense!
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