Question 1

Which C6H12O2 compound gives the following 1H NMR spectrum?

Accepted Answer

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

Question 2

Which feature in the 1H NMR spectrum provides information about the number of neighboring protons of each proton in the compound?

Accepted Answer

A)  number of signals 
B)  integral 
C)  multiplicity 
D)  chemical shift 
A)  number of signals 
B)  integral 
C)  multiplicity 
D)  chemical shift

Question 3

Which of the following combinations of peaks appears in the 1H NMR spectrum of 1,4-dimethyoxyethane, CH3OCH2CH2CH2CH2OCH3?

Accepted Answer

A)  three singlets 
B)  a singlet, a triplet, and a quintet 
C)  a singlet and two triplets 
D)  a doublet and a triplet 
A)  three singlets 
B)  a singlet, a triplet, and a quintet 
C)  a singlet and two triplets 
D)  a doublet and a triplet

Question 4

Which of the following is true for pair of diastereotopic protons? 
1.They will appear at the same chemical shift in an achiral (i.e., nonchiral) environment
2.They will appear at the same chemical shifts in a chiral environment

Accepted Answer

A)  only 1 
B)  only 2 
C)  neither 1 nor 2 
D)  both 1 and 2 
A)  only 1 
B)  only 2 
C)  neither 1 nor 2 
D)  both 1 and 2

Question 5

What is the splitting of the signal in the 1H NMR spectrum for the methyl protons of 1-bomo-2-methylpropane?

Accepted Answer

A)  singlet 
B)  doublet 
C)  triplet 
D)  nonet 
A)  singlet 
B)  doublet 
C)  triplet 
D)  nonet

Question 6

The coupling constant, J, between the protons of chloroethane is 7 Hz when the spectrum is obtained at 250 MHz. What is the coupling constant between these protons when the spectrum is acquired at 500 MHz?

Accepted Answer

A)  3.5 Hz 
B)  7 Hz 
C)  14 Hz 
D)  21 Hz 
A)  3.5 Hz 
B)  7 Hz 
C)  14 Hz 
D)  21 Hz

Question 7

Identify the compound (C8H10) that gives the following 1H NMR spectrum.

Accepted Answer

m-xylene (

Question 8

Which of the protons in the following molecule appear at the highest d-value in the 1H NMR spectrum?

Accepted Answer

A)  i 
B)  ii 
C)  iii 
D)  iv 
A)  i 
B)  ii 
C)  iii 
D)  iv

Question 9

Which of the following is true for pair of homotropic protons? 
1.They will appear at the same chemical shift in an achiral (i.e., nonchiral) environment
2.They will appear at the same chemical shifts in a chiral environment

Accepted Answer

A)  only 1 
B)  only 2 
C)  neither 1 nor 2 
D)  both 1 and 2 
A)  only 1 
B)  only 2 
C)  neither 1 nor 2 
D)  both 1 and 2

Question 10

Which of the protons in the following molecule appear at the highest d-value in the 1H NMR spectrum?

Accepted Answer

A)  i 
B)  ii 
C)  iii 
D)  iv 
A)  i 
B)  ii 
C)  iii 
D)  iv

Question 11

How many signals appear in the proton-decoupled 13C NMR spectrum of 4-bromotoluene?

Accepted Answer

A)  3 
B)  4 
C)  5 
D)  7 
A)  3 
B)  4 
C)  5 
D)  7

Question 12

Which C8H10 compound gives the following 1H NMR spectrum?

Accepted Answer

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

Question 13

How many sets of equivalent protons are there in hexane?

Accepted Answer

A)  2 
B)  3 
C)  6 
D)  7 
A)  2 
B)  3 
C)  6 
D)  7

Question 14

Which of the following is true for pair of enantiotopic protons? 
1.They will appear at the same chemical shift in an achiral (i.e., nonchiral) environment
2.They will appear at the same chemical shifts in a chiral environment

Accepted Answer

A)  only 1 
B)  only 2 
C)  neither 1 nor 2 
D)  both 1 and 2 
A)  only 1 
B)  only 2 
C)  neither 1 nor 2 
D)  both 1 and 2

Question 15

Identify the compound (C4H8O) that gives the following 1H NMR spectrum.

Accepted Answer

Question 16

Which of the following combinations of peaks appears in the 1H NMR spectrum of 1,2-dimethyoxyethane, CH3OCH2CH2OCH3?

Accepted Answer

A)  two singlets 
B)  a singlet and a triplet 
C)  a singlet and two triplets 
D)  a doublet and a triplet 
A)  two singlets 
B)  a singlet and a triplet 
C)  a singlet and two triplets 
D)  a doublet and a triplet

Question 17

Which of the following compounds gives a 1H NMR spectrum consisting of only two singlets?

Accepted Answer

A)  CH3OCH2CH2OCH2CH3 
B)  CH3OCH2CH2CH2CH2OH 
C)  CH3OC(CH3)2OCH3 
D)  CH3OCH2CH(CH3)OCH3 
A)  CH3OCH2CH2OCH2CH3 
B)  CH3OCH2CH2CH2CH2OH 
C)  CH3OC(CH3)2OCH3 
D)  CH3OCH2CH(CH3)OCH3

Question 18

How many signals appear in the proton-decoupled 13C NMR spectrum of 2-bromotoluene?

Accepted Answer

A)  3 
B)  4 
C)  5 
D)  7 
A)  3 
B)  4 
C)  5 
D)  7

Question 19

Which of the carbon atoms in the following molecule appears furthest downfield in the 13C NMR spectrum?

Accepted Answer

A)  i 
B)  ii 
C)  iii 
D)  iv 
A)  i 
B)  ii 
C)  iii 
D)  iv

Question 20

How many signals appear in the proton-decoupled 13C NMR spectrum of 3-bromotoluene?

Accepted Answer

A)  3 
B)  4 
C)  5 
D)  7 
A)  3 
B)  4 
C)  5 
D)  7

Exam 13: Nuclear Magnetic Resonance Spectroscopy

Which C6H12O2 compound gives the following 1H NMR spectrum?

Which feature in the 1H NMR spectrum provides information about the number of neighboring protons of each proton in the compound?

Which of the following combinations of peaks appears in the 1H NMR spectrum of 1,4-dimethyoxyethane, CH3OCH2CH2CH2CH2OCH3?

Which of the following is true for pair of diastereotopic protons? 1.They will appear at the same chemical shift in an achiral (i.e., nonchiral) environment 2.They will appear at the same chemical shifts in a chiral environment

What is the splitting of the signal in the 1H NMR spectrum for the methyl protons of 1-bomo-2-methylpropane?

The coupling constant, J, between the protons of chloroethane is 7 Hz when the spectrum is obtained at 250 MHz. What is the coupling constant between these protons when the spectrum is acquired at 500 MHz?

Identify the compound (C8H10) that gives the following 1H NMR spectrum.

Which of the protons in the following molecule appear at the highest d-value in the 1H NMR spectrum?

Which of the following is true for pair of homotropic protons? 1.They will appear at the same chemical shift in an achiral (i.e., nonchiral) environment 2.They will appear at the same chemical shifts in a chiral environment

Which of the protons in the following molecule appear at the highest d-value in the 1H NMR spectrum?

How many signals appear in the proton-decoupled 13C NMR spectrum of 4-bromotoluene?

Which C8H10 compound gives the following 1H NMR spectrum?

How many sets of equivalent protons are there in hexane?

Which of the following is true for pair of enantiotopic protons? 1.They will appear at the same chemical shift in an achiral (i.e., nonchiral) environment 2.They will appear at the same chemical shifts in a chiral environment

Identify the compound (C4H8O) that gives the following 1H NMR spectrum.

Which of the following combinations of peaks appears in the 1H NMR spectrum of 1,2-dimethyoxyethane, CH3OCH2CH2OCH3?

Which of the following compounds gives a 1H NMR spectrum consisting of only two singlets?

How many signals appear in the proton-decoupled 13C NMR spectrum of 2-bromotoluene?

Which of the carbon atoms in the following molecule appears furthest downfield in the 13C NMR spectrum?

How many signals appear in the proton-decoupled 13C NMR spectrum of 3-bromotoluene?

Covalent Bonding and Shapes of Molecules

Alkanes and Cycloalkanes

Stereoisomerism and Chirality

Acids and Bases

Alkenes: Bonding, Nomenclature, and Properties

Reactions of Alkenes

Alkynes

Haloalkanes, Halogenation, and Radical Reactions

Nucleophilic Substitution and Beta-Elimination

Alcohols

Ethers, Epoxides, and Sulfides

Infrared Spectroscopy

Mass Spectrometry

An Introduction to Organometallic Compounds

Aldehydes and Ketones

Carboxylic Acids

Functional Derivatives of Carboxylic Acids

Enolate Anions and Enamines

Dienes, Conjugated Systems, and Pericyclic Reactions

Benzene and the Concept of Aromaticity

Reactions of Benzene and Its Derivatives

Filters

Which C₆H₁₂O₂ compound gives the following ¹H NMR spectrum?

Which feature in the ¹H NMR spectrum provides information about the number of neighboring protons of each proton in the compound?

Which of the following combinations of peaks appears in the ¹H NMR spectrum of 1,4-dimethyoxyethane, CH₃OCH₂CH₂CH₂CH₂OCH₃?

What is the splitting of the signal in the ¹H NMR spectrum for the methyl protons of 1-bomo-2-methylpropane?

Identify the compound (C₈H₁₀) that gives the following ¹H NMR spectrum.

Which of the protons in the following molecule appear at the highest d-value in the ¹H NMR spectrum?

Which of the protons in the following molecule appear at the highest d-value in the ¹H NMR spectrum?

How many signals appear in the proton-decoupled ¹³C NMR spectrum of 4-bromotoluene?

Which C₈H₁₀ compound gives the following ¹H NMR spectrum?

Identify the compound (C₄H₈O) that gives the following ¹H NMR spectrum.

Which of the following combinations of peaks appears in the ¹H NMR spectrum of 1,2-dimethyoxyethane, CH₃OCH₂CH₂OCH₃?

Which of the following compounds gives a ¹H NMR spectrum consisting of only two singlets?

How many signals appear in the proton-decoupled ¹³C NMR spectrum of 2-bromotoluene?

Which of the carbon atoms in the following molecule appears furthest downfield in the ¹³C NMR spectrum?

How many signals appear in the proton-decoupled ¹³C NMR spectrum of 3-bromotoluene?