CHEM 2470 ¹H NMR Worksheet (Summer 2021) Q1. How many unique protons are in the following molecules (how many signatures/peaks would you expect to see in a ¹H NMR spectrum)? Br 555 333 SIZ Br €7.96 8 Br 8.0 7.5 33 CI 7.0 Q2. The following NMR spectrum is of 1-chlorobutane. Draw the structure, and match the peaks to their respective protons on the structure: 8 Me 6.5 Me Me Q3. The following NMR spectrum is of ethyl 4-hydroxybenzoate. Draw the structure, and match the peaks to their respective protons on the structure: 6.0 3.6 3.5 3.4 3.3 3.2 3.1 3.0 2.9 2.8 2.7 2.6 2.5 2.4 2.3 2.2 2.1 2.0 19 18 17 16 15 14 13 12 11 1.0 0.9 f1 (ppm) Me Me 5.5 a 5.0 Me Name: 4.5 f1 (ppm) CI 4.0 CI 55555 SERVER SIZ SS 3.5 HO. 3.0 2.5 2.0 Water OMe $ 1.5 538 SZ
Q1. How many unique protons are in the following molecules (how many signatures/peaks would you expect to see in a 1H NMR spectrum)? Q2. The following NMR spectrum is of 1-chlorobutane. Draw the structure, and match the peaks to their respective protons on the structure: Q3. The following NMR spectrum is of ethyl 4-hydroxybenzoate. Draw the structure, and match the peaks to their respective protons on the structure: Q4. Determine the identity of the following unknown, then draw the structure, and match the peaks to their respective protons on the structure (hint – the molecular formula is C8H18O): -4- -2- -12-
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