Question 1

Predict the splitting pattern in the proton coupled 13C NMR spectrum for the following compound. 13C NMR spectrum for the following compound.   A) A, B, G = quartet; C, D, E, F = doublet B) A, B, G = triplet; C, D, E, F = singlet C) A, G = quintet; B = quartet; D, E = triplet; C, F = doublet D) A, G = triplet; B = doublet; D, E = singlet E) A, G = quartet; B = triplet; D, E = doublet; C, F = singlet" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  A, B, G = quartet; C, D, E, F = doublet
B)  A, B, G = triplet; C, D, E, F = singlet
C)  A, G = quintet; B = quartet; D, E = triplet; C, F = doublet
D)  A, G = triplet; B = doublet; D, E = singlet
E)  A, G = quartet; B = triplet; D, E = doublet; C, F = singlet

Question 2

What is indicated by a cross peak in the COSY spectrum of a compound?

Accepted Answer

The dots that are not on the d...

Question 3

What type of 2-D NMR spectrum indicates which carbon atoms are coupled to which hydrogen atoms?

Accepted Answer

A)  DEPT
B)  APT
C)  COSY
D)  HETCOR
E)  MRI

Question 4

Provide the structure that is consistent with the data below.
C5H12O
IR (cm-1): 3200-3600 (broad), 2950
1H NMR (δ): 3.4 (2H, s), 2.9 (1H, broad s), 0.9 (9H, s)
13C NMR (δ): 64 (t), 39 (s), 14 (q)

Accepted Answer

Question 5

Provide the structure that is consistent with the data below.
C6H11N
IR (cm-1): 2950, 2230
1H NMR (δ): 1.7 (quintet, 1H), 1.2 (m, 4H), 0.9 (t, 6H)
13C NMR (δ): 95 (s), 45 (d), 25 (t), 18 (q)

Accepted Answer

Question 6

Provide the structure that is consistent with the data below.
C4H8O
IR (cm-1): 2950
1H NMR (δ): 3.5 (4H, d), 1.6 (1H, m), 1.0 (3H, d)
13C NMR (δ): 62 (t), 35 (d), 15 (q)

Accepted Answer

Question 7

Predict the number of signals expected, their splitting, and their relative area in the 1H NMR spectrum of CH3CH2OCH3.

Accepted Answer

3 signals: (3H, trip...

Question 8

Which of the following methyl groups will exhibit the most downfield (highest) chemical shift in 1H NMR spectroscopy? 1H NMR spectroscopy?   A) I B) II C) III D) IV E) V" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  I
B)  II
C)  III
D)  IV
E)  V

Question 9

H-H coupling is observed in the 1H NMR spectrum of CH3CH2OCH3 and the signal from the methylene H's does not appear as a single peak. How does this signal appear? Explain in detail what is occurring.

Accepted Answer

The methylene H's are perturbed by the n...

Question 10

If two signals differ by 3 ppm, how do they differ in Hertz in a 60 MHz spectrometer?

Accepted Answer

A)  20 Hz
B)  300 Hz
C)  360 Hz
D)  180 Hz
E)  90 Hz

Question 11

What is the ratio of the protons in the following compound?

Accepted Answer

A)  3:3:2
B)  3:2
C)  6:2:1
D)  3:1
E)  3:2:1

Question 12

Deduce the identity of the following compound from the spectral data given.
C4H6O2 : 1H NMR, δ 2.28 (2H, multiplet), 2.50 (2H, triplet), 4.35 (2H, triplet); 13C NMR, δ 177.81 (singlet), 68.58 (triplet), 27.70 (triplet), 22.17 (triplet)(ppm)

Accepted Answer

Question 13

How many signals would you expect to see in the 1H NMR spectrum of the following compound? 1H NMR spectrum of the following compound?   A) 2 B) 5 C) 1 D) 4 E) 3" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  2
B)  5
C)  1
D)  4
E)  3

Question 14

How many distinct triplets would you expect in the 1H NMR of the compound below? 1H NMR of the compound below?   A) 0 B) 2 C) 4 D) 6 E) 8" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  0
B)  2
C)  4
D)  6
E)  8

Question 15

An unknown compound, C3H5Cl3, gave the following proton NMR data:
Doublet at 1.70 ppm (3H)
Multiplet at 4.32 ppm (1H)
Doublet at 5.85 ppm (1H)
What is the structure of the compound?

Accepted Answer

Question 16

Give the structure of a compound that has a formula of C5H10O2, and has a triplet (3H, 1.1 ppm) , sextet (2H, 1.8 ppm) , triplet (2H, 2.3 ppm) and a singlet (3H, 3.8 ppm) in the 1H NMR spectrum.

Accepted Answer

A)   5H10O2, and has a triplet (3H, 1.1 ppm) , sextet (2H, 1.8 ppm) , triplet (2H, 2.3 ppm) and a singlet (3H, 3.8 ppm) in the 1H NMR spectrum. 
A)     
B)     
C)     
D)     
E)    " class="answers-bank-image d-inline" rel="preload" >
B)   5H10O2, and has a triplet (3H, 1.1 ppm) , sextet (2H, 1.8 ppm) , triplet (2H, 2.3 ppm) and a singlet (3H, 3.8 ppm) in the 1H NMR spectrum. 
A)     
B)     
C)     
D)     
E)    " class="answers-bank-image d-inline" rel="preload" >
C)   5H10O2, and has a triplet (3H, 1.1 ppm) , sextet (2H, 1.8 ppm) , triplet (2H, 2.3 ppm) and a singlet (3H, 3.8 ppm) in the 1H NMR spectrum. 
A)     
B)     
C)     
D)     
E)    " class="answers-bank-image d-inline" rel="preload" >
D)   5H10O2, and has a triplet (3H, 1.1 ppm) , sextet (2H, 1.8 ppm) , triplet (2H, 2.3 ppm) and a singlet (3H, 3.8 ppm) in the 1H NMR spectrum. 
A)     
B)     
C)     
D)     
E)    " class="answers-bank-image d-inline" rel="preload" >
E)   5H10O2, and has a triplet (3H, 1.1 ppm) , sextet (2H, 1.8 ppm) , triplet (2H, 2.3 ppm) and a singlet (3H, 3.8 ppm) in the 1H NMR spectrum. 
A)     
B)     
C)     
D)     
E)    " class="answers-bank-image d-inline" rel="preload" >

Question 17

Deduce the identity of the following compound from the 1H NMR spectral data given.
C3H3Cl5 : δ 4.5 (1H, triplet), 6.1 (2H, doublet)(ppm)

Accepted Answer

Question 18

Predict the number of signals expected, their splitting, and their relative area in the 1H NMR spectrum of 1,2-dichloroethane (ClCH2CH2Cl).

Accepted Answer

Question 19

Which of the following compounds has a signal disappear when D2O is added to it, ethyl alcohol or ethyl chloride?

Accepted Answer

The signal would dis...

Question 20

Deduce the identity of the compound from the data provided. C7H12: IR (cm-1) : 3300, 2950, 2220; 13C NMR: 5 signals

Accepted Answer

A)  1,2-dimethylcyclopentene
B)  5-methyl-2-hexyne
C)  3,3-dimethyl-1-pentyne
D)  4,4-dimethyl-1-pentyne
E)  2,4-dimethyl-2-pentene

Exam 15: Nmr Spectroscopy

Predict the number of signals expected, their splitting, and their relative area in the 1H NMR spectrum of 1,2-dichloroethane (ClCH2CH2Cl).

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Which of the following compounds has a signal disappear when D2O is added to it, ethyl alcohol or ethyl chloride?

Correct AnswerverifiedThe signal would dis...View AnswerShow Answer

What is the ratio of the protons in the following compound?

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How many distinct triplets would you expect in the 1H NMR of the compound below?

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Deduce the identity of the following compound from the spectral data given. C4H6O2 : 1H NMR, δ 2.28 (2H, multiplet), 2.50 (2H, triplet), 4.35 (2H, triplet); 13C NMR, δ 177.81 (singlet), 68.58 (triplet), 27.70 (triplet), 22.17 (triplet)(ppm)

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Give the structure of a compound that has a formula of C5H10O2, and has a triplet (3H, 1.1 ppm) , sextet (2H, 1.8 ppm) , triplet (2H, 2.3 ppm) and a singlet (3H, 3.8 ppm) in the 1H NMR spectrum.

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Provide the structure that is consistent with the data below. C5H12O IR (cm-1): 3200-3600 (broad), 2950 1H NMR (δ): 3.4 (2H, s), 2.9 (1H, broad s), 0.9 (9H, s) 13C NMR (δ): 64 (t), 39 (s), 14 (q)

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Provide the structure that is consistent with the data below. C6H11N IR (cm-1): 2950, 2230 1H NMR (δ): 1.7 (quintet, 1H), 1.2 (m, 4H), 0.9 (t, 6H) 13C NMR (δ): 95 (s), 45 (d), 25 (t), 18 (q)

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What type of 2-D NMR spectrum indicates which carbon atoms are coupled to which hydrogen atoms?

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What is indicated by a cross peak in the COSY spectrum of a compound?

Correct AnswerverifiedThe dots that are not on the d...View AnswerShow Answer

Provide the structure that is consistent with the data below. C4H8O IR (cm-1): 2950 1H NMR (δ): 3.5 (4H, d), 1.6 (1H, m), 1.0 (3H, d) 13C NMR (δ): 62 (t), 35 (d), 15 (q)

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An unknown compound, C3H5Cl3, gave the following proton NMR data: Doublet at 1.70 ppm (3H) Multiplet at 4.32 ppm (1H) Doublet at 5.85 ppm (1H) What is the structure of the compound?

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Deduce the identity of the following compound from the 1H NMR spectral data given. C3H3Cl5 : δ 4.5 (1H, triplet), 6.1 (2H, doublet)(ppm)

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H-H coupling is observed in the 1H NMR spectrum of CH3CH2OCH3 and the signal from the methylene H's does not appear as a single peak. How does this signal appear? Explain in detail what is occurring.

Correct AnswerverifiedThe methylene H's are perturbed by the n...View AnswerShow Answer

Predict the number of signals expected, their splitting, and their relative area in the 1H NMR spectrum of CH3CH2OCH3.

Correct Answerverified3 signals: (3H, trip...View AnswerShow Answer

If two signals differ by 3 ppm, how do they differ in Hertz in a 60 MHz spectrometer?

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Which of the following methyl groups will exhibit the most downfield (highest) chemical shift in 1H NMR spectroscopy?

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Deduce the identity of the compound from the data provided. C7H12: IR (cm-1) : 3300, 2950, 2220; 13C NMR: 5 signals

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How many signals would you expect to see in the 1H NMR spectrum of the following compound?

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Predict the splitting pattern in the proton coupled 13C NMR spectrum for the following compound.

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Predict the number of signals expected, their splitting, and their relative area in the ¹H NMR spectrum of 1,2-dichloroethane (ClCH₂CH₂Cl).

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Which of the following compounds has a signal disappear when D₂O is added to it, ethyl alcohol or ethyl chloride?

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The signal would dis...
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How many distinct triplets would you expect in the ¹H NMR of the compound below?

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Deduce the identity of the following compound from the spectral data given. C₄H₆O₂ : ¹H NMR, δ 2.28 (2H, multiplet), 2.50 (2H, triplet), 4.35 (2H, triplet); ¹³C NMR, δ 177.81 (singlet), 68.58 (triplet), 27.70 (triplet), 22.17 (triplet)(ppm)

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Give the structure of a compound that has a formula of C₅H₁₀O_2, and has a triplet (3H, 1.1 ppm) , sextet (2H, 1.8 ppm) , triplet (2H, 2.3 ppm) and a singlet (3H, 3.8 ppm) in the ¹H NMR spectrum.

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Provide the structure that is consistent with the data below. C₅H₁₂O IR (cm^-1): 3200-3600 (broad), 2950 ¹H NMR (δ): 3.4 (2H, s), 2.9 (1H, broad s), 0.9 (9H, s) ¹³C NMR (δ): 64 (t), 39 (s), 14 (q)

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Provide the structure that is consistent with the data below. C₆H₁₁N IR (cm^-1): 2950, 2230 ¹H NMR (δ): 1.7 (quintet, 1H), 1.2 (m, 4H), 0.9 (t, 6H) ¹³C NMR (δ): 95 (s), 45 (d), 25 (t), 18 (q)

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The dots that are not on the d...
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Provide the structure that is consistent with the data below. C₄H₈O IR (cm^-1): 2950 ¹H NMR (δ): 3.5 (4H, d), 1.6 (1H, m), 1.0 (3H, d) ¹³C NMR (δ): 62 (t), 35 (d), 15 (q)

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An unknown compound, C₃H₅Cl₃, gave the following proton NMR data: Doublet at 1.70 ppm (3H) Multiplet at 4.32 ppm (1H) Doublet at 5.85 ppm (1H) What is the structure of the compound?

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Deduce the identity of the following compound from the ¹H NMR spectral data given. C₃H₃Cl₅ : δ 4.5 (1H, triplet), 6.1 (2H, doublet)(ppm)

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H-H coupling is observed in the ¹H NMR spectrum of CH₃CH₂OCH₃ and the signal from the methylene H's does not appear as a single peak. How does this signal appear? Explain in detail what is occurring.

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The methylene H's are perturbed by the n...
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Predict the number of signals expected, their splitting, and their relative area in the ¹H NMR spectrum of CH₃CH₂OCH₃.

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3 signals: (3H, trip...
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Which of the following methyl groups will exhibit the most downfield (highest) chemical shift in ¹H NMR spectroscopy?

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Deduce the identity of the compound from the data provided. C₇H₁₂: IR (cm^-1) : 3300, 2950, 2220; ¹³C NMR: 5 signals

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How many signals would you expect to see in the ¹H NMR spectrum of the following compound?

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Predict the splitting pattern in the proton coupled ¹³C NMR spectrum for the following compound.

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