Predict the splitting pattern for each of the indicated hydrogens in Assessment 15.59.

(b)

Predict the splitting pattern for each of the indicated hydrogens in Assessment 15.59.

(c)

Predict the splitting pattern for each of the indicated hydrogens in Assessment 15.59.

(d)

Predict the splitting pattern for each of the indicated hydrogens in Assessment 15.59.

(e)

Predict the splitting pattern for each of the indicated hydrogens in Assessment 15.59.

(f)

Draw the signal for the following multiplicities. What is the ratio of peaks within each signal?

(a) doublet

Draw the signal for the following multiplicities. What is the ratio of peaks within each signal?

(b) triplet

Draw the signal for the following multiplicities. What is the ratio of peaks within each signal?

(c) quartet

Draw the signal for the following multiplicities. What is the ratio of peaks within each signal?

(d) quintet

Draw the signal for the following multiplicities. What is the ratio of peaks within each signal?

(e) sextet

Draw the signal for the following multiplicities. What is the ratio of peaks within each signal?

(f) septet

For the hydrogen(s) screened in blue, draw the signal you would expect to see in a ¹H NMR spectrum. At which chemical shift would the signal appear?

(c)

For the hydrogen(s) screened in blue, draw the signal you would expect to see in a ¹H NMR spectrum. At which chemical shift would the signal appear?

(e)

Complete the table of ¹H NMR data you'd generate for each of the following molecules.

(b)

Complete the table of ¹H NMR data you'd generate for each of the following molecules.

(c)

Complete the table of ¹H NMR data you'd generate for each of the following molecules.

(d)

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)

For the molecules in Assessment 15.58, give an approximate chemical shift for each indicated carbon. [The range of correct answers is large here.].

(a)

For the molecules in Assessment 15.58, give an approximate chemical shift for each indicated carbon. [The range of correct answers is large here.].

(c)

Draw the ¹³C NMR spectrum you would expect to see for each of the molecules shown.

(a)

Draw the ¹³C NMR spectrum you would expect to see for each of the molecules shown.

(b)

Draw the ¹³C NMR spectrum you would expect to see for each of the molecules shown.

(c)

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

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A graduate student ran a reaction that produced a mixture of the following two compounds. After painstaking purification, she is able to separate the two compounds. Using ¹H NMR, how can she determine which diastereomer is in which separated sample?

For the compound shown, produce a table of the shift, integration, and multiplicity of each peak you would expect to see in a ¹H NMR spectrum.

In the lab, ¹H NMR is often used to verify that a reaction has worked as expected by comparing the product spectrum with what is expected. Given the ¹H NMR of the reactant shown, draw the spectrum you'd expect to see of the product that results.

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Given the ¹H NMR spectrum and the molecular formula, suggest a structure for each molecule. [The IR spectrum suggests the presence of two C=O bonds.]

(a) Important IR bands (cm ⁻ ¹) : 1728, 1708 [Note: The pKₐ of this molecule is around 10.]

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Given the ¹H NMR spectrum and the molecular formula, suggest a structure for each molecule. [The IR spectrum suggests the presence of two C=O bonds.]

(b) <IMAGE>