IR Spectroscopy

Chemistry discussion, revision, exam and homework help.

Announcements Posted on
TSR launches Learn Together! - Our new subscription to help improve your learning 16-05-2013
IMPORTANT: You must wait until midnight (morning exams)/4.30AM (afternoon exams) to discuss Edexcel exams and until 1pm/6pm the following day for STEP and IB exams. Please read before posting, including for rules for practical and oral exams. 28-04-2013
Sign in to Reply
  1. Perpetuallity's Avatar
    • Exalted and Worshipped Member
    • Location: Wales
    • Posts: 910
    IR Spectroscopy
    How could you differentiate between two carboxcyllic acids (for example) using IR spectroscopy? They should have troughs at the same frequency because they both contain the same functional groups, so how could you tell between ethanoic acid and propanoic acid? Would the trough representing the C-H be more prominant in propanoic acid as there are more C-H's, or something along those lines?

    Thanks
  2. thegodofgod's Avatar
    • TSR Legend
    • Location: London
    • Posts: 10,886
    • Warning points: 2
    Re: IR Spectroscopy
    (Original post by Perpetuallity)
    How could you differentiate between two carboxcyllic acids (for example) using IR spectroscopy? They should have troughs at the same frequency because they both contain the same functional groups, so how could you tell between ethanoic acid and propanoic acid? Would the trough representing the C-H be more prominant in propanoic acid as there are more C-H's, or something along those lines?

    Thanks
    If this is for A level, you probably won't be asked to work out the structures of two compounds with only one functional group (which is the same) from the IR trace; you'll only be asked to work out the structures of compounds with different functional groups, e.g. propan-1-ol and propanoic acid (the former having a R-OH group and the latter R-COOH).
  3. illusionz's Avatar
    • Overlord in Training
    • Posts: 2,505
    Re: IR Spectroscopy
    (Original post by Perpetuallity)
    How could you differentiate between two carboxcyllic acids (for example) using IR spectroscopy? They should have troughs at the same frequency because they both contain the same functional groups, so how could you tell between ethanoic acid and propanoic acid? Would the trough representing the C-H be more prominant in propanoic acid as there are more C-H's, or something along those lines?

    Thanks
    You can kinda tell the difference between them using IR - look at the fingerprint region. However NMR would be a much better technique to use.
    Last edited by illusionz; 18-05-2012 at 19:17.
  4. Mollymod's Avatar
    • Exalted and Worshipped Member
    • Location: London
    • Posts: 1,092
    Re: IR Spectroscopy
    It's not 100% that peaks are more prominent because there are more C-H's, but sometimes it does happen in that way. I guess the 'tell tale' sign in propanoic acid would be possibly having a very broad absorbtion peak at the OH bond in a carboxylic acid.

    Sorry I couldn't be more help.
  5. fayled's Avatar
    • Benevolent Member
    • Posts: 755
    Re: IR Spectroscopy
    I suppose they would be mostly the same.

    The only thing I could suggest is that you would use a mass spectrometer - there would be CH3CH2CH2+ ions present as fragment ions when analysing propanoic acid, but not for ethanoic acid.
  6. Perpetuallity's Avatar
    • Exalted and Worshipped Member
    • Location: Wales
    • Posts: 910
    Re: IR Spectroscopy
    Thanks for the quick responses, much appreciated.
  7. illusionz's Avatar
    • Overlord in Training
    • Posts: 2,505
    Re: IR Spectroscopy
    (Original post by Perpetuallity)
    How could you differentiate between two carboxcyllic acids (for example) using IR spectroscopy? They should have troughs at the same frequency because they both contain the same functional groups, so how could you tell between ethanoic acid and propanoic acid? Would the trough representing the C-H be more prominant in propanoic acid as there are more C-H's, or something along those lines?

    Thanks
    Well you can kinda tell the difference by looking at the fingerprint region for the two and comparing them, but you can't take an IR of an unknown compound and determine that it's ethanoic acid.
    Last edited by illusionz; 18-05-2012 at 19:00.
  8. adamcusirinzon's Avatar
    • Respected Member
    • Posts: 245
    Re: IR Spectroscopy
    (Original post by fayled)
    I suppose they would be mostly the same.

    The only thing I could suggest is that you would use a mass spectrometer - there would be CH3CH2CH2+ ions present as fragment ions when analysing propanoic acid, but not for ethanoic acid.
    No, it would just be CH3CH2+...with the COOH removed.
  9. illusionz's Avatar
    • Overlord in Training
    • Posts: 2,505
    Re: IR Spectroscopy
    (Original post by Perpetuallity)
    How could you differentiate between two carboxcyllic acids (for example) using IR spectroscopy? They should have troughs at the same frequency because they both contain the same functional groups, so how could you tell between ethanoic acid and propanoic acid? Would the trough representing the C-H be more prominant in propanoic acid as there are more C-H's, or something along those lines?

    Thanks
    Just so you can see, here are spectra of the two.

    Ethanoic acid:


    Propanoic acid:


    You can see that the fingerprint region is slightly different, so if you had reference spectra of high resolution you could tell two samples apart, but you couldn't just take the spectrum and think, ahah, that's propanoic acid!
    Last edited by illusionz; 18-05-2012 at 19:05.
  10. fayled's Avatar
    • Benevolent Member
    • Posts: 755
    Re: IR Spectroscopy
    (Original post by adamcusirinzon)
    No, it would just be CH3CH2+...with the COOH removed.
    Oh of course, I was thinking of alcohols for some reason but yeah thats what I was trying to get across.
  11. fayled's Avatar
    • Benevolent Member
    • Posts: 755
    Re: IR Spectroscopy
    (Original post by illusionz)
    Just so you can see, here are spectra of the two.

    Ethanoic acid:


    Propanoic acid:


    You can see that the fingerprint region is slightly different, so if you had reference spectra of high resolution you could tell two samples apart, but you couldn't just take the spectrum and think, ahah, that's propanoic acid!
    Those are strange spectra...
  12. Perpetuallity's Avatar
    • Exalted and Worshipped Member
    • Location: Wales
    • Posts: 910
    Re: IR Spectroscopy
    (Original post by illusionz)
    Just so you can see, here are spectra of the two.

    Ethanoic acid:


    Propanoic acid:


    You can see that the fingerprint region is slightly different, so if you had reference spectra of high resolution you could tell two samples apart, but you couldn't just take the spectrum and think, ahah, that's propanoic acid!
    Thanks. Also does the number of C-H's effect the relative absortion frequency of C=O or O-H? Or in other words, does the molecular composition of R (in RCOOH for example) affect the absorbtion frequencies of the functional groups?
    Last edited by Perpetuallity; 18-05-2012 at 19:15.
  13. illusionz's Avatar
    • Overlord in Training
    • Posts: 2,505
    Re: IR Spectroscopy
    (Original post by fayled)
    Those are strange spectra...
    How so? They're just fairly low resolution.
  14. fayled's Avatar
    • Benevolent Member
    • Posts: 755
    Re: IR Spectroscopy
    (Original post by illusionz)
    How so? They're just fairly low resolution.
    On mine its just came up with a red circle with 'forbidden' written along them
  15. JingoJolene's Avatar
    • New Member
    • Posts: 5
    Re: IR Spectroscopy
    In my chemistry course if we were asked a question like that the answer would always be the fingerprint region below 1500 cm-1 as this is unique to each substance. This thread was started ages ago but nobody other than illusionz suggested this
  16. illusionz's Avatar
    • Overlord in Training
    • Posts: 2,505
    Re: IR Spectroscopy
    (Original post by Perpetuallity)
    So the number of C-H's doesn't effect the relative absortion frequency of C=O or O-H? So there's no way of telling them apart.
    No. The intensity is related to the dipole moment of the bond.
  17. illusionz's Avatar
    • Overlord in Training
    • Posts: 2,505
    Re: IR Spectroscopy
    (Original post by fayled)
    On mine its just came up with a red circle with 'forbidden' written along them
    Ah. They're from a large database run by some japanese chemists. I would have presumed my university pays a bit of money for all IP addresses associated with it to be allowed access. But the OP seems to be able to see them so no idea why you can't.
    Last edited by illusionz; 18-05-2012 at 19:17.
  18. Perpetuallity's Avatar
    • Exalted and Worshipped Member
    • Location: Wales
    • Posts: 910
    Re: IR Spectroscopy
    (Original post by illusionz)
    No. The intensity is related to the dipole moment of the bond.
    Aha, that makes sense; cheers.
  19. Bradshaw's Avatar
    • Exalted Member
    • Posts: 264
    Re: IR Spectroscopy
    (Original post by illusionz)
    Ah. They're from a large database run by some japanese chemists. I would have presumed my university pays a bit of money for all IP addresses associated with it to be allowed access. But the OP seems to be able to see them so no idea why you can't.
    Yeah they don't seem to work if you copy / paste the images in. Best solution I've found is to take a screenshot!
Sign in to Reply
Share this discussion:  
Article updates
Moderators

We have a brilliant team of more than 60 volunteers looking after discussions on The Student Room, helping to make it a fun, safe and useful place to hang out.

Reputation gems:
The Reputation gems seen here indicate how well reputed the user is, red gem indicate negative reputation and green indicates a good rep.
Post rating score:
These scores show if a post has been positively or negatively rated by our members.