Chemistry NMR Spectra

I need to determine the structure of compound I given the following information but im a little bit unsure of what i am doing.
from looking at the proton nmr spectrum think it has 4 different H environments.
It looks like it also has 4 C environments but im a bit lost.
Any help or guidance would be legendary thankyouu
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Reply 1

Pigster

Original post by masterm17

The empirical formula and hence the molecular formula would be the obvious place to start.

Reply 2

masterm17

So ive figured out it contains 6C, 10h and 1N, so would the molecular formula be C6H10N or something different?

Reply 3

Pigster

Original post by masterm17

So ive figured out it contains 6C, 10h and 1N, so would the molecular formula be C6H10N or something different?

I'm guessing you're not a big fan of oxygen?

Reply 4

masterm17

Oops i forgot, 2O also

Reply 5

Pigster

Original post by masterm17

Oops i forgot, 2O also

In that case, you have made a mistake: either in your calculation or your typing. Have another go at the empirical formula.

If you still get C6H10NO2, please show your working so that I can point out where you are going wrong.

Reply 6

charco

Study Forum Helper

Original post by masterm17

Oops i forgot, 2O also

Have you checked your molecular /empirical formula against the mass of the molecular ion?

Reply 7

masterm17

So i did it again and got 9h instead, not sure how i got 10 before

Reply 8

Pigster

Original post by masterm17

So i did it again and got 9h instead, not sure how i got 10 before

Next thing I'd do would be to think about what functional groups C6H9NO2 could have and cross reference that against the IR absorptions on the datasheet and see which ones are (and are not) present on the IR spectrum.

Then try to piece it together using the NMR.

Reply 9

Davies Chemistry

Original post by masterm17

Oops i forgot, 2O also

There aren't 10 H's - only 9- think you have rounded up too much mid way in your calculation.
The IR spec shows a peak at about 2200cm-1 which must be a CN group

Reply 10

Davies Chemistry

Original post by Davies Chemistry

There aren't 10 H's - only 9- think you have rounded up too much mid way in your calculation.
The IR spec shows a peak at about 2200cm-1 which must be a CN group

I liked this question- and I have made a video explaining possible strategies

https://www.youtube.com/watch?v=T6oR5E8n8Tw&list=PLTMMuJwv83FqArMYZv9EnnxFJuTxmuKZR&index=14

When you have worked out your answer please have a look.

Reply 11

Pigster

Original post by Davies Chemistry

It is taken from a recent paper that shouldn't be public.

:frown:

Reply 12

Davies Chemistry

Original post by Pigster

It is taken from a recent paper that shouldn't be public.

:frown:

Sorry about that, but it was you who initially replied to the enquiry about the q. This made me think it was NOT from a protected paper.

Reply 13

Pigster

Original post by Davies Chemistry

Sorry about that, but it was you who initially replied to the enquiry about the q. This made me think it was NOT from a protected paper.

No need to apologise. I was responding to your "I liked this question", I was merely letting you know (well hinting at) where it was from.

Also, in further news, you've got a view. Just the one. But it is a start.