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NMR question help

hello guys,

Can someone help with coming up with a compound that has the molecular formula C3H5NO and shows two triplets and a singlet in its n.m.r spectrum.

I came up with 2-hydroxypropanenitrile but it doesn't seem to show the same patterns in its n.m.r spectrum :frown:

thank you :smile:
Reply 1
Avatar for Pigster
Pigster
20
3-hydroxypropanenitrile looks like this (according to AIST):
IMG[1].gif
I suspect that's the one you want.
Original post by Pigster
3-hydroxypropanenitrile looks like this (according to AIST):
IMG[1].gif
I suspect that's the one you want.


ahh that works out perfectly thank you very much :smile:
Original post by Pigster
3-hydroxypropanenitrile looks like this (according to AIST):
IMG[1].gif
I suspect that's the one you want.


Also with this what can it be dehydrated to form? I know that hydrolysis forms a carboxylic acid
Reply 4
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Pigster
20
Original post by emwilliams044
Also with this what can it be dehydrated to form? I know that hydrolysis forms a carboxylic acid


I fear I can smell superglueTM

There are two functional groups, can either of them be dehydrated?
Original post by Pigster
I fear I can smell superglueTM

There are two functional groups, can either of them be dehydrated?


yes they can be but I don't what it would form because there are two different functional groups within 3-hydroxypropanenitrile
Reply 6
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Pigster
20
Original post by emwilliams044
yes they can be but I don't what it would form because there are two different functional groups within 3-hydroxypropanenitrile


Only one of the two functional groups can be dehydrated, which one? and what functional group will it form?
Original post by Pigster
Only one of the two functional groups can be dehydrated, which one? and what functional group will it form?


alcohols can be dehydrated to form an alkene
Reply 8
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Pigster
20
Original post by emwilliams044
alcohols can be dehydrated to form an alkene


So...

dehydration of 3-hydroxypropanenitrile forms what?
Original post by Pigster
So...

dehydration of 3-hydroxypropanenitrile forms what?


propene or ethene? what happens to the nitrile group?
Original post by emwilliams044
propene or ethene?


Why the heck would a three carbon chain lose a carbon in a dehydration reaction?

Original post by emwilliams044
what happens to the nitrile group?


me just before
Only one of the two functional groups can be dehydrated

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