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    Tutorial+No 6+-+Nuclear+Magnetic+Resonance+Spectros

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    nndwambi
    This document provides a tutorial on nuclear magnetic resonance (NMR) spectroscopy. It contains examples of determining the number of non-equivalent hydrogen and carbon signals in compounds, predicting hydrogen signal multiplicities, drawing splitting tree diagrams, and assigning structures based on 1H and 13C NMR spectra. Key information includes determining 6 carbon and 4 hydrogen signals in an example compound, predicting singlet, doublet, triplet and triplet multiplicities, drawing splitting trees given 3J-coupling constants, and assigning structures to compounds by interpreting integration values and chemical shifts in proton and carbon NMR spectra.

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    Tutorial+No 6+-+Nuclear+Magnetic+Resonance+Spectros

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    nndwambi
    27 views4 pages
    This document provides a tutorial on nuclear magnetic resonance (NMR) spectroscopy. It contains examples of determining the number of non-equivalent hydrogen and carbon signals in compounds, predicting hydrogen signal multiplicities, drawing splitting tree diagrams, and assigning structures based on 1H and 13C NMR spectra. Key information includes determining 6 carbon and 4 hydrogen signals in an example compound, predicting singlet, doublet, triplet and triplet multiplicities, drawing splitting trees given 3J-coupling constants, and assigning structures to compounds by interpreting integration values and chemical shifts in proton and carbon NMR spectra.

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    Tutorial+No.6+-+Nuclear+Magnetic+Resonance+Spectroscopy

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    This document provides a tutorial on nuclear magnetic resonance (NMR) spectroscopy. It contains examples of determining the number of non-equivalent hydrogen and carbon signals in compounds, predicting hydrogen signal multiplicities, drawing splitting tree diagrams, and assigning structures based on 1H and 13C NMR spectra. Key information includes determining 6 carbon and 4 hydrogen signals in an example compound, predicting singlet, doublet, triplet and triplet multiplicities, drawing splitting trees given 3J-coupling constants, and assigning structures to compounds by interpreting integration values and chemical shifts in proton and carbon NMR spectra.

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    27 views4 pages

    Tutorial+No 6+-+Nuclear+Magnetic+Resonance+Spectros

    Uploaded by

    nndwambi
    This document provides a tutorial on nuclear magnetic resonance (NMR) spectroscopy. It contains examples of determining the number of non-equivalent hydrogen and carbon signals in compounds, predicting hydrogen signal multiplicities, drawing splitting tree diagrams, and assigning structures based on 1H and 13C NMR spectra. Key information includes determining 6 carbon and 4 hydrogen signals in an example compound, predicting singlet, doublet, triplet and triplet multiplicities, drawing splitting trees given 3J-coupling constants, and assigning structures to compounds by interpreting integration values and chemical shifts in proton and carbon NMR spectra.

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    © All Rights Reserved
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    of 4

    Tutorial No.

    6- Nuclear Magnetic Resonance Spectroscopy (70 Marks)


    1. How many non-equivalent H’s and C’s (or signals) are there in the following compounds? [24]
    Example:
    O

    CH3

    Hydrogen signals = 4
    Carbon signals = 6

    OCH3 H O

    H3C O

    O
    Cl
    (i) CH3
    (ii)
    (iii)

    H3C O O
    O
    H3C
    H3C
    CH
    (v) H3C
    O
    (iv)
    (vi)

    H3C O
    CH3

    O
    O

    (vii) (viii) (ix)

    O O

    O H3C H

    (x) (xi) CH3

    (xii)
    2. Predict the multiplicities for each of the indicated H’s namely, H(a), H(b) etc. (Assume only 3J-
    coupling) [10]
    Example:

    (b)
    H O
    (c)
    H (a)
    CH3

    H H
    (d) (b)
    H
    (c)

    H(a) singlet, H(b) doublet


    H(c) triplet, H(d) triplet

    (a) (c) (b) (a)


    CH3 OCH3 O H H

    (b) (f) Cl
    CH2 (d)
    O CH3
    H
    H (c)
    H H
    (e)
    NO 2 H
    (d) (ii)

    (i)

    3a. Draw the splitting tree diagram for Ha, Hb and Hc; given that Jab = 8.0 Hz and Jbc = 2.0 Hz. [4]

    H O

    Hb
    CH3

    H3CO OCH3

    3b. Draw the splitting tree diagram for Ha, Hb and Hc; given that Jab = 16.0 Hz and Jbc = 8.0 Hz. [4]

    Ha Hc
    Hc
    CH3
    Hb
    4a. The NMR spectra shown has the formula C10H12O2. Their infrared spectra show strong bands near
    1735 cm-1. The proton area between 7.0 and 7.5 ppm shows up as a multiplet (no need to interpret
    each peak). The integration values for each signal is given (in the square bracket just below the signals).
    Draw the structure of the compound and explain your reasoning for your proposed chemical structure.
    [7]
    Example:
    Once you have decided on a chemical structure; drawn in the structure and indicate which signal is
    associated with the corresponding Hydrogen atom. As follows;

    H O (1.3 ppm, singlet, 3H)

    H
    CH3

    H H
    H

    (7.3 ppm, multiplet, 5H)

    4b. Assign a structure to the 1H and 13C spectrum with formula C7H14O. CDCl3 is the solvent in which
    the sample is dissolved and does not need interpretation. Explain your reasoning for your proposed
    chemical structure. [7]
    4c. The following are the 1H and 13C spectra for a bromoalkane with formula C4H9Br. Assign a
    structure to each pair of spectra giving reasons for your proposed chemical structure. [7]

    4d. A compound with formula C10H14 shows 1H-NMR signals at δ (ppm): 7.2 (multiplet, 5H); 2.5
    (triplet, 2H); 1.6 (quintet, 2H); 1.4 (sextet, 2H) and 0.90 (triplet, 3H). Draw the structure of this
    compound and explain your answer by assigning each of the H’s to a signal. [7]

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