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

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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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