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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

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

Organic Chemistry
Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter12: Structure Determination: Mass Spectrometry And Infrared Spectroscopy
Section12.SE: Something Extra
Problem 15AP: Write molecular formulas for compounds that show the following molecular ions in their...
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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- 

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 C₂H₁80): 4 3 2 PPM -2- -12- 1 0
Transcribed Image Text: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 C₂H₁80): 4 3 2 PPM -2- -12- 1 0
CHEM 2470 ¹H NMR Worksheet (Summer 2021) Br Br Q1. How many unique protons are in the following molecules (how many signatures/peaks would you expect to see in a ¹H NMR spectrum)? 2.00 learn-us-eas... /13807286 7.97 7.96 06'T O 8.0 Br 3.6 3.5 3.4 3.3 3.2 3.1 3.0 2.9 2.8 2.7 2.6 2.5 7.5 -7.26 Chloroform 6.86 6.85 CI Q2. The following NMR spectrum is of 1-chlorobutane. Draw the structure, and match the peaks to their respective protons on the structure: 35995 7.0 1.86 Me 6.5 Me Me 6.0 5.5 - 5.28 2.4 <-4+9:0 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: 5.0 Me Name: 4.5 f1 (ppm) 2.3 2.2 2.1 2.0 1.9 1.8 f1 (ppm) 2.01- 4.0 CI EEEEE 3.5 سیا 66 1 1.48 CI 3.0 لیے سرا 2.00 НО. 1.6 1.5 1.4 1.3 1.2 1.1 1.0 2.5 2.0 Water COMe 1.5 2.95 0.94 -0.93 -0.92 1.39 138 1.37 2.99 0.9
Transcribed Image Text:CHEM 2470 ¹H NMR Worksheet (Summer 2021) Br Br Q1. How many unique protons are in the following molecules (how many signatures/peaks would you expect to see in a ¹H NMR spectrum)? 2.00 learn-us-eas... /13807286 7.97 7.96 06'T O 8.0 Br 3.6 3.5 3.4 3.3 3.2 3.1 3.0 2.9 2.8 2.7 2.6 2.5 7.5 -7.26 Chloroform 6.86 6.85 CI Q2. The following NMR spectrum is of 1-chlorobutane. Draw the structure, and match the peaks to their respective protons on the structure: 35995 7.0 1.86 Me 6.5 Me Me 6.0 5.5 - 5.28 2.4 <-4+9:0 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: 5.0 Me Name: 4.5 f1 (ppm) 2.3 2.2 2.1 2.0 1.9 1.8 f1 (ppm) 2.01- 4.0 CI EEEEE 3.5 سیا 66 1 1.48 CI 3.0 لیے سرا 2.00 НО. 1.6 1.5 1.4 1.3 1.2 1.1 1.0 2.5 2.0 Water COMe 1.5 2.95 0.94 -0.93 -0.92 1.39 138 1.37 2.99 0.9
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