Question 1

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 2

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

The answer of An unknown compound, C₃H₅Cl₃, gave the following...

Question 3

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

The answer of Provide the structure that is consistent with...

Question 4

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

Accepted Answer

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

Question 5

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

The answer of Deduce the identity of the following compound...

Question 6

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

Accepted Answer

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

Question 7

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

The answer of Deduce the identity of the following compound...

Question 8

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 answer of H-H coupling is observed in the ¹H...

Question 9

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

The answer of Provide the structure that is consistent with...

Question 10

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

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 11

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 12

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

Accepted Answer

The answer of Predict the number of signals expected, their...

Question 13

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

Accepted Answer

The answer of Which of the following compounds has a...

Question 14

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

Accepted Answer

The answer of What is indicated by a cross peak...

Question 15

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

Accepted Answer

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

Question 16

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

The answer of Provide the structure that is consistent with...

Question 17

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 18

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

Accepted Answer

The answer of Predict the number of signals expected, their...

Question 19

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)   
B)   
C)   
D)   
E)

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

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

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?

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)

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

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)

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

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)

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.

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)

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

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

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

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

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

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

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)

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

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

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.

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

Exam 15: Nmr Spectroscopy

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

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?

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)

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

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)

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

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)

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.

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)

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

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

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

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

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

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

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)

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

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

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.

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

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?

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)

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

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)

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

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)

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.

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)

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

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

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

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

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)

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

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.

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