1. Write the IUPAC names for the following two structures:
a. MethylPhenylacetate
b. Ethyl benzoate
2. Predict the NMR spectra for each of these two compounds by listing, in the NMR tables below, the chemical shift, the splitting, and the number of hydrogens associated with each predicted peak. Sort the peaks from largest chemical shift to lowest.
|
1H NMR
Structure:
|
Peak
|
Chemical Shift(δ)
|
Multiplicity†
|
H‡
|
Peak
|
Chemical Shift(δ)
|
Multiplicity†
|
H‡
|
|
|
|
|
|
|
|
|
|
|
1
|
|
|
|
7
|
|
|
|
|
2
|
|
|
|
8
|
|
|
|
|
3
|
|
|
|
9
|
|
|
|
|
4
|
|
|
|
10
|
|
|
|
|
5
|
|
|
|
11
|
|
|
|
|
6
|
|
|
|
12
|
|
|
|
|
1H NMR
Structure:
|
Peak
|
Chemical Shift(δ)
|
Multiplicity†
|
H‡
|
Peak
|
Chemical Shift(δ)
|
Multiplicity†
|
H‡
|
|
1
|
|
|
|
7
|
|
|
|
|
2
|
|
|
|
8
|
|
|
|
|
3
|
|
|
|
9
|
|
|
|
|
4
|
|
|
|
10
|
|
|
|
|
5
|
|
|
|
11
|
|
|
|
|
6
|
|
|
|
12
|
|
|
|
Specify the multiplicity as a singlet (s), doublet (d), triplet (t), quartet (q), or multiplet (m).
Specify the number of hydrogens associated with each peak.
3. In the NMR tables below, list the chemical shift, the splitting, and the number of hydrogens associated with each peak for each compound. Compare your answers to your predictions.
|
1H NMR
Structure:
|
Peak
|
Chemical Shift(δ)
|
Multiplicity†
|
H‡
|
Peak
|
Chemical Shift(δ)
|
Multiplicity†
|
H‡
|
|
1
|
|
|
|
7
|
|
|
|
|
2
|
|
|
|
8
|
|
|
|
|
3
|
|
|
|
9
|
|
|
|
|
4
|
|
|
|
10
|
|
|
|
|
5
|
|
|
|
11
|
|
|
|
|
6
|
|
|
|
12
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
1H NMR
Structure:
|
Peak
|
Chemical Shift(δ)
|
Multiplicity†
|
H‡
|
Peak
|
Chemical Shift(δ)
|
Multiplicity†
|
H‡
|
|
1
|
|
|
|
7
|
|
|
|
|
2
|
|
|
|
8
|
|
|
|
|
3
|
|
|
|
9
|
|
|
|
|
4
|
|
|
|
10
|
|
|
|
|
5
|
|
|
|
11
|
|
|
|
|
6
|
|
|
|
12
|
|
|
|
4. Using the peak information you listed in the tables for both structures, assign each peak to that portion of the structure that produces the peak in the NMR spectrum.