Exam 13: Nuclear Magnetic Resonance Spectroscopy
Exam 1: Introduction and Review127 Questions
Exam 2: Structure and Properties of Organic Molecules129 Questions
Exam 3: Structure and Stereochemistry of Alkanes129 Questions
Exam 4: The Study of Chemical Reactions128 Questions
Exam 5: Stereochemistry128 Questions
Exam 6: Alkyl Halides: Nucleophilic Substitution and Elimination132 Questions
Exam 7: Structure and Synthesis of Alkenes128 Questions
Exam 8: Reactions of Alkenes132 Questions
Exam 9: Alkynes124 Questions
Exam 10: Structure and Synthesis of Alcohols132 Questions
Exam 11: Reactions of Alcohols124 Questions
Exam 12: Infrared Spectroscopy and Mass Spectrometry120 Questions
Exam 13: Nuclear Magnetic Resonance Spectroscopy130 Questions
Exam 14: Ethers, Epoxides, and Thioethers127 Questions
Exam 15: Conjugated Systems, Orbital Symmetry, and Ultraviolet Spectroscopy130 Questions
Exam 16: Aromatic Compounds128 Questions
Exam 17: Reactions of Aromatic Compounds129 Questions
Exam 18: Ketones and Aldehydes132 Questions
Exam 19: Amines129 Questions
Exam 20: Carboxylic Acids125 Questions
Exam 21: Carboxylic Acid Derivatives128 Questions
Exam 22: Condensations and Alpha Substitutions of Carboxyl Compounds125 Questions
Exam 23: Carbohydrates and Nucleic Acids125 Questions
Exam 24: Amino Acids, Peptides, and Proteins127 Questions
Exam 25: Lipids127 Questions
Exam 26: Synthetic Polymers128 Questions
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Deduce the identity of the compound whose molecular formula is C4H8O3 from the spectral data provided: IR (cm-1): 2800-3300 (broad), 2950, 1750; 13C NMR (δ): 17.7 (q), 65.4 (q), 72.3 (d), 210.8 (s) (ppm)
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Correct Answer:
CH3OCH(CH3)CO2H
Deduce the identity of the following compound from the 1H NMR data given.
C7H12O4: δ 1.3 (6H, triplet), 3.4 (2H, singlet), 4.2 (4H, quartet) (ppm)
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Correct Answer:
CH2(CO2CH2CH3)2
In the presence of an external magnetic field the approximate ratio of 1H nuclei with α spins compared to β spins is respectively: ________.
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(Multiple Choice)
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Correct Answer:
C
The protons marked Ha and Hb in the molecule below are ________. 
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Which of the following functional groups has the most deshielded proton and would be predicted to show an NMR signal that is the farthest downfield?
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Predict the number of signals expected (disregarding splitting) in the 1H spectrum of dibutyl ether.
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Deduce the identity of the following compound from the 1H NMR data given.
C3H6Br2: δ 2.4 (2H, quintet), 3.5 (4H, triplet) (ppm)
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A peak split into a doublet of triplets gave the following measurements in its splitting
pattern. State the coupling constants (J values) for both the doublet and the triplet. 
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Deduce the identity of the following compound from the 1H NMR data given.
C5H12O: δ 1.0 (3H, triplet), 1.2-1.8 (6H, multiplet), 3.0 (1H, broad singlet), 3.8 (2H, triplet) (ppm)
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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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Calculate the magnetic field that corresponds to the proton resonance frequency of 300.00 MHz. The gyromagnetic ratio of the 1H nucleus is 26,753 s-1 gauss-1.
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Deduce the identity of the following compound from the 1H NMR data given.
C6H10O2: δ 2.19 (3H, singlet), 2.70 (2H, singlet) (ppm)
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Predict the number of signals expected (disregarding splitting) in the 1H spectrum of 1,1-dimethylcyclobutane.
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Provide a structure that is consistent with the data below.
C7H16O
IR (cm-1): 3200-3600 (broad), 2950
1H NMR ( d): 2.9 (1H, broad s), 1.2 (6H, q), 0.9 (9H, t)
13C NMR (d ): 70 (s), 25 (t), 12 (q)
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Predict the number of signals expected in the proton spin decoupled 13C NMR spectrum of the compound shown below. 
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Predict the number of signals expected (disregarding splitting) in the 1H NMR spectrum of the compound shown below. 
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Provide a structure that is consistent with the data below.
C5H10O
IR (cm-1): 2950
1H NMR ( d): 3.5 (4H, s), 0.9 (6H, s)
13C NMR (d ): 64 (t), 41 (s), 12 (q)
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What compound exhibits three singlets in its proton spin decoupled 13C NMR spectrum?
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The following splitting pattern represents one of the vinyl protons of styrene. Identify which proton is represented and list all the coupling constants (J values) for the splitting pattern. 
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How many peaks appear in the proton spin decoupled 13 C NMR spectrum of the compound below? 
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