Question

Consider N-N'-dimethylurea and N,N'-dimethylacetamide. a) Draw N-N'-dimethylurea and N,N'-dimethylacetamide. b) Can N-N'-dimethylurea form hydrogen bonds with...

Consider N-N'-dimethylurea and N,N'-dimethylacetamide.

a) Draw N-N'-dimethylurea and N,N'-dimethylacetamide.

b) Can N-N'-dimethylurea form hydrogen bonds with another molecule of N-N'-dimethylurea? If yes - draw the hydrogen bond between them, and if not - explain why they can't form hydrogen bonds.

c) Can N-N'-dimethylurea form hydrogen bonds with a molecule of water? If yes - draw the hydrogen bond between them, and if not - explain why they can't form hydrogen bonds.

d) Can N-N'-dimethylacetamide form hydrogen bonds with another molecule of N-N'-dimethylacetamide? If yes - draw the hydrogen bond between them, and if not - explain why can't they form hydrogen bonds.

e) Can N-N'-dimethylurea form hydrogen bonds with a molecule of diethyl ether? If yes - draw the hydrogen bond between them, and if not - explain why can't they form hydrogen bonds.

Thank you!

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Homework Answers

Answer #1

#A.

#B. Yes, see criteria for H-bonds formation and explanation below the molecules.

#C. Yes. see criteria for H-bonds formation and explanation below the molecules.

#D. No.

The molecule does NOT have a H-atom linked to a highly electronegative atom. In absence of such H-atoms, no hydrogen bond can form.

#E. Yes

Though diethyether does NOT have a H-atom linked to a highly electronegative atom; it has O-atom that can form H-bond with H-atom of dimethylurea.

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