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Topic: 1H NMR Spectrum Help?  (Read 9397 times)

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Offline theanonymous

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1H NMR Spectrum Help?
« on: November 25, 2012, 03:59:53 PM »





Ok so I'm not gonna lie, I have no idea how to start this.
What do i do?

Offline fledarmus

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Re: 1H NMR Spectrum Help?
« Reply #1 on: November 25, 2012, 04:09:57 PM »
This first question is just testing a basic understanding of what causes chemical shift. What do you know about shielding and electronegativity in relation to NMR chemical shifts?

Offline theanonymous

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Re: 1H NMR Spectrum Help?
« Reply #2 on: November 25, 2012, 11:27:51 PM »
This first question is just testing a basic understanding of what causes chemical shift. What do you know about shielding and electronegativity in relation to NMR chemical shifts?

I have no idea :(

Offline orgopete

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Re: 1H NMR Spectrum Help?
« Reply #3 on: November 26, 2012, 08:17:00 AM »
Hint, if methanol were used, its chemical shift would be about 3.3 ppm and methyl flouride would be shifted further.
Author of a multi-tiered example based workbook for learning organic chemistry mechanisms.

Offline theanonymous

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Re: 1H NMR Spectrum Help?
« Reply #4 on: November 26, 2012, 10:25:07 AM »
Hint, if methanol were used, its chemical shift would be about 3.3 ppm and methyl flouride would be shifted further.

Yeah but I have absolutely no idea where to even begin interpreting it.
I've been looking at websites like this one: http://www2.chemistry.msu.edu/faculty/reusch/VirtTxtJml/Spectrpy/nmr/nmr1.htm and this one: http://iverson.cm.utexas.edu/courses/310N/Handouts/NMRhandout2.html
And it's a whole page of information that I have to dig through...but I don't know what is it in particular that i'm supposed to be looking for in order to answer these kinds of questions

Offline orgopete

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Re: 1H NMR Spectrum Help?
« Reply #5 on: November 26, 2012, 10:33:50 AM »

Yeah but I have absolutely no idea where to even begin interpreting it.
I've been looking at websites like this one: http://www2.chemistry.msu.edu/faculty/reusch/VirtTxtJml/Spectrpy/nmr/nmr1.htm and this one: http://iverson.cm.utexas.edu/courses/310N/Handouts/NMRhandout2.html
And it's a whole page of information that I have to dig through...but I don't know what is it in particular that i'm supposed to be looking for in order to answer these kinds of questions

Oh no, not a whole page to read. Okay, begin at Chemical Shifts, and after the box about solvents. It tells you and includes virtually this problem.
Author of a multi-tiered example based workbook for learning organic chemistry mechanisms.

Offline theanonymous

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Re: 1H NMR Spectrum Help?
« Reply #6 on: November 26, 2012, 05:47:51 PM »
This first question is just testing a basic understanding of what causes chemical shift. What do you know about shielding and electronegativity in relation to NMR chemical shifts?

Oh!!! Ok so after taking some notes on the sites I looked at..

Each electron in a nucleus will be absorbing energy (particularly electromagnetic radiation of energy)
          - When that energy is being absorbed by the electrons, the nucleus will be converted to a +1/2 spin state to a -1/2 spin state (this is referred to as the “resonance” of that nucleus)
          - The electromagnetic radiation of energy will be absorbed by the nuclei at DIFFERENT frequencies, because of the DIFFERENT electron densities that have a +1/2 and -1/2 spin state
1. Nucleus with GREATER electron density
          a. Nucleus is more shielded from the external magnetic field and isn’t really drawn towards it because there are so many electrons surrounding it that makes it repel the magnetic field
          b. Nucleus absorbs electromagnetic radiation of lower energy (that is, lower frequency)
          c. LOWER electronegativity, farther to the RIGHT
2. Nucleus with LESS electron density
          a. Nucleus is less shielded from the external magnetic field
          b. So nucleus absorbs electromagnetic radiation of higher energy (that is, higher frequency)
          c. HIGHER electronegativity, farther to the LEFT

Offline theanonymous

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Re: 1H NMR Spectrum Help?
« Reply #7 on: November 26, 2012, 05:59:32 PM »
Problem 1) Diagram B is the molecule with the highest electronegativity.

Cl-CH3 has the highest EN - Diagram B
Br-CH3 has the second highest EN - Diagram A
I-CH3 has the lowest EN - Diagram C

Are these answers right?

Offline theanonymous

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Re: 1H NMR Spectrum Help?
« Reply #8 on: November 26, 2012, 06:12:56 PM »



Do I do the same thing here?

Offline theanonymous

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Re: 1H NMR Spectrum Help?
« Reply #9 on: November 26, 2012, 07:02:10 PM »



Problem 2)

CH3OH - Spectrum D
EtOH - Spectrum B
PrOH - Spectrum A
iPrOH - Spectrum C

That's what I found...
Do I have all those answers right?

Offline theanonymous

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Re: 1H NMR Spectrum Help?
« Reply #10 on: November 26, 2012, 07:13:15 PM »


Offline theanonymous

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Re: 1H NMR Spectrum Help?
« Reply #11 on: November 26, 2012, 07:48:56 PM »


So...

Problem 3)
Acetone - Spectrum C
Acetaldehyde - Spectrum A
Methylacetate - Spectrum B

Is that right?

Offline fledarmus

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Re: 1H NMR Spectrum Help?
« Reply #12 on: November 26, 2012, 09:35:02 PM »
2) and 3) are both right - you catch on quick  :D

Offline theanonymous

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Re: 1H NMR Spectrum Help?
« Reply #13 on: November 27, 2012, 08:11:54 AM »
2) and 3) are both right - you catch on quick  :D

Awesome!!

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