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VCE Stuff => VCE Science => VCE Mathematics/Science/Technology => VCE Subjects + Help => VCE Chemistry => Topic started by: Jazz_Blue on May 30, 2012, 01:35:35 am

Title: HNMR
Post by: Jazz_Blue on May 30, 2012, 01:35:35 am
1) How many Hydrogen environments are there in Propanol? Can someone explain to me please?

2) In high resolution proton NMR, how many splitting are there for propanol? how many will CH2 split? ( since there is a CH3 and also CH2 and OH next to it)
Title: Re: HNMR
Post by: pi on May 30, 2012, 01:56:56 am
Assuming 1-Propanol

1) 4 environments, basically, the each H attached to a different carbon is in it's own environment (so that's 3 environments) and then the H in the -OH is in it's own environment too, so 4 in total

2) There will be four environments: 3 peaks (-CH3), 6 peaks (the CH2 in the middle), 3 peaks (the CH2 connected with the OH) and 1 peak (the H from the OH)


I think that's right :S (my chem is very very rusty)
Title: Re: HNMR
Post by: thushan on May 30, 2012, 12:22:49 pm
Depends on which propanol it is -

Propan-1-ol: 4 proton environments, a singlet (OH), a triplet (carbon-1), a triplet of a quartet (a 12-et) (carbon-2) [multiplicity rule, not sure whether you have to know it], and a triplet (carbon-3)

Propan-2-ol: 3 Proton environments, a singlet (OH), a doublet (carbons 1 and 3), and a septet (carbon 2).
Title: Re: HNMR
Post by: pi on May 30, 2012, 01:39:33 pm
I gave the VCE response not taking into account multiplicity btw :(
Title: Re: HNMR
Post by: Ravit on May 30, 2012, 02:03:27 pm
So according to the vce reponse would 6 peaks for the CH2 in the middle be correct for propan-1-ol?
Title: Re: HNMR
Post by: pi on May 30, 2012, 02:08:55 pm
I don't think they'd ask you a question where multiplicity was an option (they rarely ask you to draw high res HNMRs anyway though I think). But if they did, when I was in VCE I would have drawn 6 peaks, because that's what's in the course (to my knowledge).
Title: Re: HNMR
Post by: thushan on May 30, 2012, 02:18:56 pm
I gave the VCE response not taking into account multiplicity btw :(

Not sure what the VCE response is actually...because some schools actually do teach the multiplicity rule, my school and Pascoe Vale Girls' College (where I gave a talk last week).
Title: Re: HNMR
Post by: pi on May 30, 2012, 02:23:07 pm
I gave the VCE response not taking into account multiplicity btw :(

Not sure what the VCE response is actually...because some schools actually do teach the multiplicity rule, my school and Pascoe Vale Girls' College (where I gave a talk last week).

I just assumed as MHS didn't teach it and Heinemann didn't mention it at all (and neither did A+ study notes or TSFX notes) that it wasn't on the course :P

As said before, I doubt VCAA would give an example like that to draw.
Title: Re: HNMR
Post by: thushan on May 30, 2012, 03:37:58 pm
I gave the VCE response not taking into account multiplicity btw :(

Not sure what the VCE response is actually...because some schools actually do teach the multiplicity rule, my school and Pascoe Vale Girls' College (where I gave a talk last week).

I just assumed as MHS didn't teach it and Heinemann didn't mention it at all (and neither did A+ study notes or TSFX notes) that it wasn't on the course :P

As said before, I doubt VCAA would give an example like that to draw.

Yeah I doubt that too.
Title: Re: HNMR
Post by: Ravit on May 30, 2012, 03:47:13 pm
Cheers guys thanks for clearing that up :D
Title: Re: HNMR
Post by: charmanderp on May 30, 2012, 07:10:21 pm
According to the Access lecture, which was conducted by the chief examiner, you need to account for multiplets. It was about the only useful piece of information I gleaned that entire night.
Title: Re: HNMR
Post by: Teen on May 30, 2012, 07:21:53 pm
Guys . It might sound stupid.seriously wat is multiples. Is it when u have a complex splitting .
Title: Re: HNMR
Post by: thushan on May 30, 2012, 07:26:26 pm
According to the Access lecture, which was conducted by the chief examiner, you need to account for multiplets. It was about the only useful piece of information I gleaned that entire night.

Chris Dwyer mentioned that multiplicity rule is needed? FUQ. I stand corrected.
Are you sure? This is important because I made sure all my NMR qns in my book had no multiplicity issues.
Title: Re: HNMR
Post by: thushan on May 30, 2012, 07:27:30 pm
Guys . It might sound stupid.seriously wat is multiples. Is it when u have a complex splitting .

yup! its when you have two neighbouring carbons that are in different environments.
Title: Re: HNMR
Post by: Teen on May 30, 2012, 07:28:45 pm
Thanks thushan ;D
Title: Re: HNMR
Post by: thushan on May 30, 2012, 07:45:31 pm
no worries!
Title: Re: HNMR
Post by: charmanderp on May 30, 2012, 08:37:25 pm
According to the Access lecture, which was conducted by the chief examiner, you need to account for multiplets. It was about the only useful piece of information I gleaned that entire night.

Chris Dwyer mentioned that multiplicity rule is needed? FUQ. I stand corrected.
Are you sure? This is important because I made sure all my NMR qns in my book had no multiplicity issues.

Can't remember for certain if he said it was needed but we did about two questions involving the multiplicity rule.
Title: Re: HNMR
Post by: pi on May 30, 2012, 09:26:09 pm
According to the Access lecture, which was conducted by the chief examiner, you need to account for multiplets. It was about the only useful piece of information I gleaned that entire night.

Multiplets or multiplicity? Multiplets are just any peaks that aren't singlets afaik...



He gave us (MHS and Mac.Rob) a lecture last year for Unit 3, and I'm pretty sure he said it wasn't on the course...

Either way, just like "cracking", learn it anyway if you have the time :)
Title: Re: HNMR
Post by: rebeckab on May 30, 2012, 10:26:58 pm
I went to a lecture with Chris Dwyer a few weekends ago, and I am almost 100% sure he did not mention multiplicity, and it's not mentioned in his slideshow at all..
Title: Re: HNMR
Post by: Mao on May 31, 2012, 12:49:44 am
According to the Access lecture, which was conducted by the chief examiner, you need to account for multiplets. It was about the only useful piece of information I gleaned that entire night.

Multiplets or multiplicity? Multiplets are just any peaks that aren't singlets afaik...

Multiplets are peaks that cannot be distinguished as a simple n-tet or (tet)2, and so forth.

The rule applies if you have different splitting frequencies. However, you need to consider if the difference is significant enough to break the typical (N+1) coupling. If the two neighbouring environments are similar, then peaks in splitting will overlap each other, and give you the typical (N+1) coupling. Even if difference in splitting frequencies is significant, if the instrument is not sensitive enough, you won't get your splitting (instrumental broadening is always a tricky and expensive problem to fix. UoM's NMR machine costs ~$1M). Typically, you only see this kind of splitting in aromatic compounds, as the delocalised ring allows 4-bond coupling (i.e. second neighbours), which has a very different J-coupling value compared to 3-bond coupling. Of course, none of this is taught in VCE (I learnt this in 2nd year), so there is no way to ask you to do this

Also, if the difference is significant enough, and you have for example (1+1)*(2+1)=6 peaks, that is NOT a sextet. That is a doublet of triplets or triplet of doublets, depending on the strength of J-coupling. To name something n-tet, it must have the correct binomial height distribution (i.e. Pascal's triangle). splittings look like this:
(http://upload.wikimedia.org/wikipedia/commons/e/e2/J-Coupling-complex-multiplets.gif)

Anyways, the point is you only need (n+1) splitting. A case can always be made that splitting is insignificant enough to be ignored.
Title: Re: HNMR
Post by: charmanderp on May 31, 2012, 09:22:52 pm
I went to a lecture with Chris Dwyer a few weekends ago, and I am almost 100% sure he did not mention multiplicity, and it's not mentioned in his slideshow at all..

Fair enough, maybe I fostered it within my imagination due to how bored I was.