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    Ch303 Lecture4 2d NMR Cosy

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    luyawin
    The document discusses using COSY NMR (correlation spectroscopy) to analyze the structure of ipsenol. COSY NMR provides coupling information between protons in a molecule from a single chart. It shows diagonal peaks for each proton signal and off-diagonal cross peaks indicating protons that are coupled. By examining the cross peaks, the protons coupled to each other can be determined to help assign the structure. An example COSY spectrum of ethyl acetate is shown to illustrate how the technique works.

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    Ch303 Lecture4 2d NMR Cosy

    Uploaded by

    luyawin
    36 views6 pages
    The document discusses using COSY NMR (correlation spectroscopy) to analyze the structure of ipsenol. COSY NMR provides coupling information between protons in a molecule from a single chart. It shows diagonal peaks for each proton signal and off-diagonal cross peaks indicating protons that are coupled. By examining the cross peaks, the protons coupled to each other can be determined to help assign the structure. An example COSY spectrum of ethyl acetate is shown to illustrate how the technique works.

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    40940486-Ch303-lecture4-2d-Nmr-Cosy

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    The document discusses using COSY NMR (correlation spectroscopy) to analyze the structure of ipsenol. COSY NMR provides coupling information between protons in a molecule from a single chart. It shows diagonal peaks for each proton signal and off-diagonal cross peaks indicating protons that are coupled. By examining the cross peaks, the protons coupled to each other can be determined to help assign the structure. An example COSY spectrum of ethyl acetate is shown to illustrate how the technique works.

    Copyright:

    Attribution Non-Commercial (BY-NC)
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    36 views6 pages

    Ch303 Lecture4 2d NMR Cosy

    Uploaded by

    luyawin
    The document discusses using COSY NMR (correlation spectroscopy) to analyze the structure of ipsenol. COSY NMR provides coupling information between protons in a molecule from a single chart. It shows diagonal peaks for each proton signal and off-diagonal cross peaks indicating protons that are coupled. By examining the cross peaks, the protons coupled to each other can be determined to help assign the structure. An example COSY spectrum of ethyl acetate is shown to illustrate how the technique works.

    Copyright:

    Attribution Non-Commercial (BY-NC)
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    of 6

    Example: Ipsenol

    Given the structure of ipsenol, how many sets of inequivalent protons are there? Can you assign the 1H NMR spectrum?

    Example: Ipsenol
    Chemical Shift (H ppm) multiplicity 0.9 1.3 1.4 1.8 2 .2 2.5 3.8 5.1 5.2 5.3 6.4 integration Assignment

    Dont you wish there was an easier way?


    2

    Two-Dimensional NMR (2D NMR): COSY


    correlation spectroscopy, COSY, is a pulse sequence used most frequently in 2D NMR. COSY is also the easiest 2D NMR method. It provides satisfactory spectra in three to four hours when several milligrams of the sample is available. With COSY almost all spin-spin couplings (including the long-range, which can complicate the analysis!) can be determined from a single chart. In COSY spectra: -Both vertical and horizontal axes show 1H shifts. -The 1D spectrum appears as "diagonal peaks". -Other signals (off-diagonal) are "cross peaks", which are due to 1H-1H spin coupling. To interpret a COSY spectrum: -First, draw a diagonal and distinguish the diagonal peaks from the cross peaks. -Then, draw horizontal and vertical lines from the cross peaks to find out which signals are coupled.
    1H

    COSY
    Example: COSY spectrum of ethyl acetate.
    CH 3 CH 3 CH 2 5 4 cross peak CH 3 2 CH 3 3 2 1 ppm

    1 CH 3 CH 3

    CH 2

    CH 2 C C
    2

    O O C C

    cross peak

    The cross peaks show that the CH2 and CH3 (H 1.27) protons are coupled, while one CH3 group (H 2.05) is not coupled to any hydrogen in the molecule.
    4

    COSY - Ipsenol
    O

    COSY
    Example: COSY spectrum of F-ionone 1,1'-CH
    O
    7 2 3 5 4 1 6 8 10

    1,1'-CH3 10-CH3 5-CH3 3-CH2 2-CH2


    1.5 1.0 ppm

    10-CH3 H
    8
    7

    4-CH2
    4 ppm 2 0 0 2.5 2.0

    1.0

    1.5

    2.0

    2.5

    The spectrum of F-ionone shows that H7 is coupled to H8. There are two long-range (4 bonds) couplings between H7 and 4-CH2 and 5-CH3 protons. The cross peaks are small since the couplings are weak. The coupling of 4-CH2 to 3-CH2, and that of 3-CH2 to 2-CH2 are clearly 6 observed.

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