Question 1

Which of the following protons appear most upfield in the 1H NMR spectrum?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these

Question 2

Identify the splitting pattern for a CH in an off-resonance decoupled 13C NMR spectrum.

Accepted Answer

A)  no peak 
B)  singlet 
C)  doublet 
D)  triplet 
E)  quartet 
A)  no peak 
B)  singlet 
C)  doublet 
D)  triplet 
E)  quartet

Question 3

Identify the nuclei that cannot be analyzed by NMR.
A. 15N
B. 14C
C. 19F
D. 31P
E. 1H

Accepted Answer

Question 4

Determine the multiplicity of each signal in the expected 1H NMR spectrum of the following compound.

Accepted Answer

Question 5

Which of the following is the best prediction of the chemical shifts for the signals in the 1H NMR spectrum for the following compound?

Accepted Answer

A)  I = 3.7 ppm, II = 2.7 ppm, III = 1.9 ppm 
B)  I = 3.7 ppm, II = 2.2 ppm, III = 1.9 ppm 
C)  I = 3.9 ppm, II = 2.7 ppm, III = 1.9 ppm 
D)  I = 3.9 ppm, II = 2.2 ppm, III = 2.4 ppm 
E)  none of these 
A)  I = 3.7 ppm, II = 2.7 ppm, III = 1.9 ppm 
B)  I = 3.7 ppm, II = 2.2 ppm, III = 1.9 ppm 
C)  I = 3.9 ppm, II = 2.7 ppm, III = 1.9 ppm 
D)  I = 3.9 ppm, II = 2.2 ppm, III = 2.4 ppm 
E)  none of these

Question 6

Propose a structure for a compound, with molecular formula C5H10O, that fits the following spectroscopic data:
IR: 1720 cm-1
1H NMR: 1.1 $\delta$  (doublet, 6H), 2.1 $\delta$  (singlet, 3H), 2.7 $\delta$  (septet, 1H)
13C NMR: 15, 22, 45, 210

Accepted Answer

The answer of Propose a structure for a compound, with...

Question 7

Identify the splitting pattern for a CH3 in an off-resonance decoupled 13C NMR spectrum.

Accepted Answer

A)  no peak 
B)  singlet 
C)  doublet 
D)  triplet 
E)  quartet 
A)  no peak 
B)  singlet 
C)  doublet 
D)  triplet 
E)  quartet

Question 8

Which of the following compounds is consistent with the 13C NMR spectrum shown below?

Accepted Answer

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

Question 9

Propose a structure for a compound, with molecular formula C5H12O2, that fits the following spectroscopic data:
IR: 1200 cm-1
1H NMR: 1.4 $\delta$  (singlet, 6H), 3.2 $\delta$  (singlet, 6H)
13C NMR: 28, 45, 100

Accepted Answer

The answer of Propose a structure for a compound, with...

Question 10

Determine the multiplicity and predict the chemical shifts of each signal in the expected 1H NMR spectrum of the following compound.

Accepted Answer

Question 11

The strength of the magnetic field is a determining factor for the range of _______that must be used for NMR spectrometer.

Accepted Answer

A)  temperature 
B)  frequencies 
C)  tesla 
D)  none of these 
E)  spin states 
A)  temperature 
B)  frequencies 
C)  tesla 
D)  none of these 
E)  spin states

Question 12

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

Accepted Answer

A)  4 
B)  5 
C)  6 
D)  7 
E)  8 
A)  4 
B)  5 
C)  6 
D)  7 
E)  8

Question 13

A compound with a molecular formula CS1U1B19S1U1B0HS1U1B112 S1U1B0has the following S1U1P11S1S1P0H NMR spectrum. Which of the following structures is consistent with this spectrum?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these

Question 14

Propose a structure for a compound, with molecular formula C10H12O, that fits the following spectroscopic data:
IR: 1680 cm-1
1H NMR: 1.0 $\delta$  (triplet, 3H), 1.5 $\delta$  (sextet, 2H), 2.6 $\delta$  (triplet, 2H), 7.4 $\delta$  (triplet, 2H), 7.5 $\delta$  (triplet, 1H), 7.9 $\delta$  (doublet, 2H)

Accepted Answer

The answer of Propose a structure for a compound, with...

Question 15

How would you use 1H NMR spectroscopy to distinguish between the following compounds?

Accepted Answer

Both compounds will have five

Question 16

Which of the following Jbc values is consistent with the following structure?

Accepted Answer

A)  1.2 Hz 
B)  6.5 Hz 
C)  14 Hz 
D)  20 Hz 
E)  none of these 
A)  1.2 Hz 
B)  6.5 Hz 
C)  14 Hz 
D)  20 Hz 
E)  none of these

Question 17

Protons Ha and Hb in the following compound are _________.

Accepted Answer

A)  homotopic 
B)  enantiotopic 
C)  diastereotopic 
D)  mesotopic 
E)  none of these 
A)  homotopic 
B)  enantiotopic 
C)  diastereotopic 
D)  mesotopic 
E)  none of these

Question 18

The  ADVANCE \u 21 ADVANCE \d 2H NMR spectrum of ethanamine (CH3CH2NH2) displays a singlet for the NH2 protons instead of a triplet. Explain why.

Accepted Answer

A rapid exchange of the NH₂ pro

Question 19

Propose a structure for a compound, with molecular formula C5H11Cl, that fits the following spectroscopic data:
1H NMR: 0.9 $\delta$ (triplet, 3H), 1.3 $\delta$  (sextet, 2H), 1.5 $\delta$  (quartet, 2H), 1.6 $\delta$  (doublet, 3H), 3.6 $\delta$  (sextet, 1H)

Accepted Answer

The answer of Propose a structure for a compound, with...

Question 20

Aromatic protons produce signals in the range of 7 - 8 ppm, due to the _________effect of $\pi$ electrons

Accepted Answer

A)  diamagnetic anisotropy 
B)  paramagnetic anisotropy 
C)  diamagnetic isotropy 
D)  paramagnetic isotropy 
E)  none of these 
A)  diamagnetic anisotropy 
B)  paramagnetic anisotropy 
C)  diamagnetic isotropy 
D)  paramagnetic isotropy 
E)  none of these

Exam 15: Nuclear Magnetic Resonance Spectroscopy

Which of the following protons appear most upfield in the 1H NMR spectrum?

Identify the splitting pattern for a CH in an off-resonance decoupled 13C NMR spectrum.

Identify the nuclei that cannot be analyzed by NMR. A. 15N B. 14C C. 19F D. 31P E. 1H

Determine the multiplicity of each signal in the expected 1H NMR spectrum of the following compound.

Which of the following is the best prediction of the chemical shifts for the signals in the 1H NMR spectrum for the following compound?

Propose a structure for a compound, with molecular formula C5H10O, that fits the following spectroscopic data: IR: 1720 cm-1 1H NMR: 1.1 δ\deltaδ (doublet, 6H), 2.1 δ\deltaδ (singlet, 3H), 2.7 δ\deltaδ (septet, 1H) 13C NMR: 15, 22, 45, 210

Identify the splitting pattern for a CH3 in an off-resonance decoupled 13C NMR spectrum.

Which of the following compounds is consistent with the 13C NMR spectrum shown below?

Propose a structure for a compound, with molecular formula C5H12O2, that fits the following spectroscopic data: IR: 1200 cm-1 1H NMR: 1.4 δ\deltaδ (singlet, 6H), 3.2 δ\deltaδ (singlet, 6H) 13C NMR: 28, 45, 100

Determine the multiplicity and predict the chemical shifts of each signal in the expected 1H NMR spectrum of the following compound.

The strength of the magnetic field is a determining factor for the range of _______that must be used for NMR spectrometer.

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

A compound with a molecular formula C9H12 has the following 1H NMR spectrum. Which of the following structures is consistent with this spectrum?

How would you use 1H NMR spectroscopy to distinguish between the following compounds?

Which of the following Jbc values is consistent with the following structure?

Protons Ha and Hb in the following compound are _________.

The ADVANCE \u 21 ADVANCE \d 2H NMR spectrum of ethanamine (CH3CH2NH2) displays a singlet for the NH2 protons instead of a triplet. Explain why.

Propose a structure for a compound, with molecular formula C5H11Cl, that fits the following spectroscopic data: 1H NMR: 0.9 δ\deltaδ (triplet, 3H), 1.3 δ\deltaδ (sextet, 2H), 1.5 δ\deltaδ (quartet, 2H), 1.6 δ\deltaδ (doublet, 3H), 3.6 δ\deltaδ (sextet, 1H)

Aromatic protons produce signals in the range of 7 - 8 ppm, due to the _________effect of π\piπ electrons

A Review of General Chemistry: Electrons, Bonds, and Molecular Properties

Molecular Representations

Acids and Bases

Alkanes and Cycloalkanes

Stereoisomerism

Chemical Reactivity and Mechanisms

Alkyl Halides: Nucleophilic Substitution and Elimination Reactions

Addition Reactions of Alkenes

Alkynes

Radical Reactions

Synthesis

Alcohols and Phenols

Ethers and Epoxides; Thiols and Sulfides

Infrared Spectroscopy and Mass Spectrometry

Conjugated Pi Systems and Pericyclic Reactions

Aromatic Compounds

Aromatic Substitution Reactions

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Alpha Carbon Chemistry: Enols and Enolates

Amines

Introduction to Organometallic Compounds

Carbohydrates

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

Which of the following protons appear most upfield in the ¹H NMR spectrum?

Identify the splitting pattern for a CH in an off-resonance decoupled ¹³C NMR spectrum.

Identify the nuclei that cannot be analyzed by NMR. A. ¹⁵N B. ¹⁴C C. ¹⁹F D. ³¹P E. ¹H

Determine the multiplicity of each signal in the expected ¹H NMR spectrum of the following compound.

Which of the following is the best prediction of the chemical shifts for the signals in the ¹H NMR spectrum for the following compound?

Propose a structure for a compound, with molecular formula C₅H₁₀O, that fits the following spectroscopic data: IR: 1720 cm^-1 ¹H NMR: 1.1 $\delta$ (doublet, 6H), 2.1 $\delta$ (singlet, 3H), 2.7 $\delta$ (septet, 1H) ¹³C NMR: 15, 22, 45, 210

Identify the splitting pattern for a CH₃ in an off-resonance decoupled ¹³C NMR spectrum.

Which of the following compounds is consistent with the ¹³C NMR spectrum shown below?

Propose a structure for a compound, with molecular formula C₅H₁₂O₂, that fits the following spectroscopic data: IR: 1200 cm^-1 ¹H NMR: 1.4 $\delta$ (singlet, 6H), 3.2 $\delta$ (singlet, 6H) ¹³C NMR: 28, 45, 100

Determine the multiplicity and predict the chemical shifts of each signal in the expected ¹H NMR spectrum of the following compound.

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

A compound with a molecular formula C₉H₁₂has the following ¹H NMR spectrum. Which of the following structures is consistent with this spectrum?

How would you use ¹H NMR spectroscopy to distinguish between the following compounds?

Which of the following J_bc values is consistent with the following structure?

Protons H_a and H_b in the following compound are _________.

The ^{ADVANCE \u 2}¹ ADVANCE \d 2H NMR spectrum of ethanamine (CH₃CH₂NH₂) displays a singlet for the NH₂ protons instead of a triplet. Explain why.

Propose a structure for a compound, with molecular formula C₅H₁₁Cl, that fits the following spectroscopic data: ¹H NMR: 0.9 $\delta$ (triplet, 3H), 1.3 $\delta$ (sextet, 2H), 1.5 $\delta$ (quartet, 2H), 1.6 $\delta$ (doublet, 3H), 3.6 $\delta$ (sextet, 1H)

Aromatic protons produce signals in the range of 7 - 8 ppm, due to the _________effect of $\pi$ electrons