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7.7: 2-D NMR Problems

  • Page ID
    432217
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    Learning Objectives
    • Solve unknown problems using a variety of spectra and the molecular formula.
    Exercise \(\PageIndex{1}\)

    Propose a structure using the spectral data below for C10H14O. Note: You may need to check for solvent peaks. This sample was dissolved in CDCl3

    IR: 

    clipboard_e7a233015fccee3626db63c2d236e4396.png

    1H: 

    clipboard_ed4ecf505146a5ee135fcac41604acc30.png

    COSY: 

    clipboard_edb6e7057971b83f267d085bbbea6f1b4.png

    NOESY: 

    clipboard_ec1c432cfbf9df6e12153614cb2b2856e.png

    13C: 

    clipboard_e99ead96f446aeebfefa830658f1cb650.png

    HSQC: 

    clipboard_e0b81efb98bf3e0c06d611192afe65bd6.png

    HMBC: 

    clipboard_e069020c9f3f9d19494f1d428d48af138.png

    Answer

    carvone.svg

    Exercise \(\PageIndex{2}\)

    Present an analysis of the following data and propose a structure.

    MW: 131 amu

    The full 1H NMR spectrum in D2O:

    clipboard_e47c15dd67549ac70c3aea75b7c56e74c.png

    An expansion:

    clipboard_e9a98305806cf3039706556bf74231636.png

    13C NMR:

    clipboard_eda7101a649585ad50d0130093be7ab13.png

    COSY:

    clipboard_ecdd83bbb696f39bc8d0e180c7204d88b.png

    HMBC:

    clipboard_e20541ddb4c21f59a3fc03486b8945697.png

    Answer

    2Dproduct.svg 

    Example \(\PageIndex{3}\)

    Propose a structure using the spectral data below for C10H14O. Note: You may need to check for solvent peaks. This sample was dissolved in CDCl3.

    Mass Spectrum: 

    clipboard_e60a766e771ec0c093a14d06057f314f3.png

    1H: 

    clipboard_ed2639e5e5cd1585024df3b151cc118a9.png

    COSY: 

    clipboard_e80016b58a60662f6acc7cf61da3b2da7.png

    13C: 

    clipboard_eeeee64c84e4c7226bf7f6f6d0cbfd063.png

    HSQC: 

    clipboard_edb49dee042916942f09cc7aab99cf2b2.png

    HMBC: 

    clipboard_edd25b4353c7867c0f2dba56f6160008d.png

    Solution

    carvacrol.svg

     


    7.7: 2-D NMR Problems is shared under a not declared license and was authored, remixed, and/or curated by Lauren Reutenauer.

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