Question

The following reaction was attempted but when the product was isolated, the proton NMR results were not consistent with the expected product. OH 1. NaOH Expected Product Not Observed 2. Br 3. heat Using your knowledge of the reaction conditions and the NMR results below, determine the structure of the isolated product and assign all peaks. Follow these directions carefully. a. Draw the isolated structure b. Label the unique protons with letters (redraw the structure from part a and label) c. Assign each peak (using the chemical shift to identify the peak) with the corresponding atom(s)' letter 1H NMR: 9.6 (broad s, 1H), 7.27-7.09 (m, 4H), 6.30-6.11 (m, 1H), 5.00 (d, 1H), 4.99 (d, 1H), 3.58 (quint., 1H), 1.25 (d, 3H) (Hint - you can determine the observed product without the NMR data. Use the proton NMR to confirm your structure.)

          The following reaction was attempted but when the product was isolated, the proton NMR
results were not consistent with the expected product.
OH
1. NaOH
Expected Product
Not Observed
2.
Br
3. heat
Using your knowledge of the reaction conditions and the NMR results below, determine the
structure of the isolated product and assign all peaks. Follow these directions carefully.
a. Draw the isolated structure
b. Label the unique protons with letters (redraw the structure from part a and label)
c. Assign each peak (using the chemical shift to identify the peak) with the corresponding
atom(s)' letter
1H NMR: 9.6 (broad s, 1H), 7.27-7.09 (m, 4H), 6.30-6.11 (m, 1H), 5.00 (d, 1H), 4.99 (d, 1H), 3.58
(quint., 1H), 1.25 (d, 3H)
(Hint - you can determine the observed product without the NMR data. Use the proton NMR to
confirm your structure.)

The following reaction was attempted but when the product was isolated, the proton NMR
results were not consistent with the expected product.
OH
1. NaOH
Expected Product
Not Observed
2.
Br
3. heat
Using your knowledge of the reaction conditions and the NMR results below, determine the
structure of the isolated product and assign all peaks. Follow these directions carefully.
a. Draw the isolated structure
b. Label the unique protons with letters (redraw the structure from part a and label)
c. Assign each peak (using the chemical shift to identify the peak) with the corresponding
atom(s)' letter
1H NMR: 9.6 (broad s, 1H), 7.27-7.09 (m, 4H), 6.30-6.11 (m, 1H), 5.00 (d, 1H), 4.99 (d, 1H), 3.58
(quint., 1H), 1.25 (d, 3H)
(Hint - you can determine the observed product without the NMR data. Use the proton NMR to
confirm your structure.)

Added by Jessica R.

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