15. Analytical Techniques:IR, NMR, Mass Spect

Draw the ¹H NMR spectrum you would expect to see for each of the molecules in Assessment 15.63.

(b)

Draw the ¹H NMR spectrum you would expect to see for each of the molecules in Assessment 15.63.

(c)

Draw the ¹H NMR spectrum you would expect to see for each of the molecules in Assessment 15.63.

(d)

Draw a spectrum for each of the following molecules, being sure to indicate the multiplicity, integration, and chemical shift of each peak. Label each signal based on the set of equivalent hydrogens to which it corresponds.

(b)

Draw a spectrum for each of the following molecules, being sure to indicate the multiplicity, integration, and chemical shift of each peak. Label each signal based on the set of equivalent hydrogens to which it corresponds.

(c)

Assign the peaks in the ¹H NMR spectrum for the molecule shown.

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The spectrum shown here is for a molecule with a molecular formula of C₄H₉Cl. Suggest a structure for this molecule.

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When a compound with molecular formula C₁₁H₁₄O₂ undergoes acid-catalyzed hydrolysis, one of the products that is isolated gives the following ¹H NMR spectrum. Identify the compound.

How many signals would the product of the following reaction show in

a. its ¹H NMR spectrum?

b. its ¹³C NMR spectrum?

The following NMR spectra correspond to compound of formula (C) C₆H₁₀O₂. Propose structure, and show how it is consistent with the observed absorptions.

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The following NMR spectra correspond to compound of formula (A) C₉H₁₀O₂. Propose structure, and show how it is consistent with the observed absorptions.

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The only organic compound obtained when compound Z undergoes the following sequence of reactions gives the ¹H NMR spectrum shown. Identify compound Z.

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(b) Draw the proton NMR spectrum you would expect for butan-2-one. How well do the proton chemical shifts predict the carbon chemical shifts using the "15 to 20 times as large" rule of thumb?

When heated with chromic acid, compound A forms benzoic acid. Identify compound A from its ¹H NMR spectrum.

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Draw the NMR spectrum expected from ethanol that has been shaken with a drop of D₂O.