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    Sour Rude Deer

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    The document provides 9 multiple choice or short answer questions assessing the ability to interpret spectroscopic data (IR, NMR, etc.) and deduce molecular structures based on that data. The questions cover topics like identifying functional groups, distinguishing between isomers, predicting NMR signals, and elucidating complete molecular structures. Spectroscopic techniques assessed include 1H NMR, 13C NMR, IR, and DEPT135. The questions require analyzing NMR chemical shifts and coupling patterns, identifying IR absorption frequencies, and integrating multiple spectroscopic analyses to determine molecular identities.

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    Sour Rude Deer

    Uploaded by

    cproczz002
    15 views1 page
    The document provides 9 multiple choice or short answer questions assessing the ability to interpret spectroscopic data (IR, NMR, etc.) and deduce molecular structures based on that data. The questions cover topics like identifying functional groups, distinguishing between isomers, predicting NMR signals, and elucidating complete molecular structures. Spectroscopic techniques assessed include 1H NMR, 13C NMR, IR, and DEPT135. The questions require analyzing NMR chemical shifts and coupling patterns, identifying IR absorption frequencies, and integrating multiple spectroscopic analyses to determine molecular identities.

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    The document provides 9 multiple choice or short answer questions assessing the ability to interpret spectroscopic data (IR, NMR, etc.) and deduce molecular structures based on that data. The questions cover topics like identifying functional groups, distinguishing between isomers, predicting NMR signals, and elucidating complete molecular structures. Spectroscopic techniques assessed include 1H NMR, 13C NMR, IR, and DEPT135. The questions require analyzing NMR chemical shifts and coupling patterns, identifying IR absorption frequencies, and integrating multiple spectroscopic analyses to determine molecular identities.

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    © All Rights Reserved
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    15 views1 page

    Sour Rude Deer

    Uploaded by

    cproczz002
    The document provides 9 multiple choice or short answer questions assessing the ability to interpret spectroscopic data (IR, NMR, etc.) and deduce molecular structures based on that data. The questions cover topics like identifying functional groups, distinguishing between isomers, predicting NMR signals, and elucidating complete molecular structures. Spectroscopic techniques assessed include 1H NMR, 13C NMR, IR, and DEPT135. The questions require analyzing NMR chemical shifts and coupling patterns, identifying IR absorption frequencies, and integrating multiple spectroscopic analyses to determine molecular identities.

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    of 1

    C-401PHYSICAL METHODS IN CHEMISTRY - II

    Mid-Sem Time: 2 hrs Marks: 40


    1. From the given data, identify the structure: Molecular formula of the compound:
    C15H14O. IR stretching frequency: 1720 cm-1. NMR patterns are: 7.25 ppm (m, 10H);
    5.08 ppm (s, 1H) and 2.20 ppm (s, 3H). Assign all the signals.
    (5 Marks)
    2. Three isomeric compounds (A-C) with molecular formula C4H8O3 give the following
    1H spectra. Deduce plausible structures for them:

    (A) 1.3 (3H, t); 3.6 (2H, q); 4.15 (2H, s); 12.1 (1H, s);
    (B) 1.2 (3H, d, J: 7 Hz); 2.35 (2H, d, J: 7 Hz), 4.15 (1H, sextet, J: 7 Hz) and spectrum
    run in D2O
    (C) 3.5 (3H, s); 3.8 (3H, s); 4.05 (2H, s). (6 Marks)

    3. Two compounds (A and B) with molecular formula C18H18 (A) and C16H16 (B) shows
    the 1H NMR pattern approximately at -2 ppm and 9 ppm. Identify the molecule A and
    B. Justify the answer. (3 Marks)

    4. The compound with molecular formula C5H5NO exhibits in two different forms in non-
    polar solvents (A) and polar solvents (B). Both A and B form are almost similar 1H and
    13C spectral pattern: 1H NMR: 8.07 (dd, 1H); 7.98 (dd, 1H); 7.21 (dd, 1H); 7.23 (dd,

    1H) and 13C data is: 160, 141, 138, 128, 124. The spectra were recorded in D2O solvent.
    IR pattern of A shows stretching frequency at 1690 and B at 3200 cm-1. Explain the
    dynamics involved between them. Why the patterns are almost same?
    (4 Marks)
    5. The molecular formula of the compound: C9H16O2 and its 1H NMR details are: 1.38 (s,
    6H); 1.2-1.5 (m, 4H); 1.8-2.1 (m, 4H) and 3.27 (m, 2H). Identify the structure.
    (3 Marks)
    1
    6. Compounds A and B are with molecular formula: C10H18O4. H NMR pattern for A:
    4.2 (4H, m); 3.1 (d, 1H); 2.5 (m, 1H); 1.3 (t, 6H); 1.0 (d, 6H). Whereas B: 12.00 (brs,
    1H); 4.3 (4H, m); 2.8 (m, 1H); 1.3 (t, 6H); 1.2 (d, 6H). Identify A and B.
    (6 Marks)
    1 13
    7. Predict the number of H and C signals of the following compounds:

    (5 Marks)
    8. A compound with molecular formula C13H12O2. The IR spectrum shows a strong band
    at 1680 cm-1. 1H NMR spectrum: 7.16 (d, 1H); 7.21 (d, 1H); 7.77 (s, 1H); 7.86 (d, 1H);
    8.01 (d, 1H); 8.10 (s, 1H); 3.9 (s, 3H) and 2.7 (s, 3H); DEPT135 shows six 3° C and
    two 1° C and no 2° C. In addition, five 4° C are in the 13C spectrum, with a prominent
    peak at 198 ppm. Identify the compound.
    (5 Marks)
    9. The compound with molecular formula C6H4O2. The IR frequency is at 1718cm-1 and
    all the protons are resonated at 6.78 ppm as singlet. Identify the structure.
    (3 Marks)

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