A5 NMR Workbook

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    1

    Option A5NMR spectroscopy

    1H NMR spectroscopy can be used to obtain information about the structure of molecules. Statethe

    information that can be obtained from the:

    a) Number of peaks.___________________________________________________________________________

    ___________________________________________________________________________

    [1]

    b) Chemical shift___________________________________________________________________________

    ___________________________________________________________________________

    [1]

    c) Interation !ratio of peak areas)___________________________________________________________________________

    ___________________________________________________________________________

    [1]

    Identifyand explain"hether the follo"in atoms are NMR-activeor NMR-inactive.

    a) 1#C _____________________________________________________________b) 1$C _____________________________________________________________c) $1% _____________________________________________________________d) 11& _____________________________________________________________e) 1'( _____________________________________________________________

    Identify the uantities present on each a*is of an NMR spectrum.

    x-axis: ___________________________________________________________________________

    y-axis: ___________________________________________________________________________

    [2]

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    Option A5NMR spectroscopy

    Statethe correct I+%,C name of the follo"in compounds- deducetheir condensed structural

    formula- and identifyho" many different hydroen enironments there are in each one.

    Compound

    Name

    and

    Condensed structural formula

    Number of

    hydrogen

    environments

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    $

    Option A5NMR spectroscopy

    Compound

    Name

    and

    Condensed structural formula

    Number of

    hydrogen

    environments

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    Option A5NMR spectroscopy

    Define the term chemical shift.

    _________________________________________________________________________________

    _________________________________________________________________________________

    [1]

    Identify"hich of the follo"in molecules "ould hae a CH#peak that is most deshielded.

    ,. CH$CH#0&. CH$CH#ClC. CH$CH#&r. CH$CH#I

    Identify"hich of the follo"in molecules "ould hae a CH$peak "ith the highest chemical shift.

    ,. CH$CH(&. CH$C((HC. CH$(H. CH$CH$

    Suggest an appropriate chemical shift rane for the CH#protons in the follo"in molecules- usin2able 13 of the ata &ooklet.

    a) CH$CH#CH$ ________________________________________________________b) CH$CH#(H ________________________________________________________c) CH$CH#CH( ________________________________________________________d) CH$CH#C((H ________________________________________________________e) H#C4CHCH$ ________________________________________________________f) CH$CH#Cl ________________________________________________________) CH$CH#(C(CH$ ________________________________________________________h) CH$CH#C((CH$ ________________________________________________________

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    Option A5NMR spectroscopy

    Identify the number of peaks present in NMR spectra of the follo"in compounds- and- "here

    applicable- deducethe e*pected ratio of peak areas.

    a)___________________________________________________________________________

    ___________________________________________________________________________

    b)___________________________________________________________________________

    ___________________________________________________________________________

    c)___________________________________________________________________________

    ___________________________________________________________________________

    d) CH$CH#(CH#CH$___________________________________________________________________________

    ___________________________________________________________________________

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    Option A5NMR spectroscopy

    +sin the information and spectra ien belo"- deducethe identity of the follo"in compound-

    e*plainin your reasonin.

    1H NMR spectrum:

    R spectrum:

    Mass spectrum:

    Molecular ion at m6!$#.

    _________________________________________________________________________________

    _________________________________________________________________________________

    _________________________________________________________________________________

    _________________________________________________________________________________

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    Option A5NMR spectroscopy

    +sin the information and spectra ien belo"- deducethe identity of the follo"in compound-

    e*plainin your reasonin.

    1H NMR spectrum:

    R spectrum:

    Mass spectrum:

    Molecular ion at m6!'8.

    _________________________________________________________________________________

    _________________________________________________________________________________

    _________________________________________________________________________________

    _________________________________________________________________________________

    Interation 4 1:$

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    Option A5NMR spectroscopy

    +sin the information and spectra ien belo"- deducethe identity of the follo"in compound-

    e*plainin your reasonin.

    1H NMR spectrum:

    Mass spectrum:

    _________________________________________________________________________________

    _________________________________________________________________________________

    _________________________________________________________________________________

    _________________________________________________________________________________

    Interation 4 1:'

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    Option A5NMR spectroscopy

    2he IR spectrum- mass spectrum and1H NMR spectrum of an unkno"n oranic compound- - are as

    follo"s. 2he compound is 5/.5; C and 9.#; H by mass.

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    Option A5NMR spectroscopy

    !a) Identifythe bonds most likely to be responsible for the follo"in peaks in the IR

    spectrum of X.

    $888 cm