Question 1

How many signals appear in the proton-decoupled 13C NMR spectrum of 1,4-dibromobenzene?

Accepted Answer

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

Question 2

What is the hydrogen deficiency index for a compound with a molecular formula of C12H16O?

Accepted Answer

A)  2 
B)  4 
C)  5 
D)  6 
A)  2 
B)  4 
C)  5 
D)  6

Question 3

Identify the compound (C4H8O2) that gives the following 1H NMR spectrum.

Accepted Answer

ethyl acet

Question 4

Which C9H10O 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 5

How many signals appear in proton-decoupled 13C NMR spectrum of 2,5-dimethylhexane?

Accepted Answer

A)  3 
B)  4 
C)  5 
D)  6 
A)  3 
B)  4 
C)  5 
D)  6

Question 6

What is the relative area of the six peaks in a septet in an 1H NMR spectrum?

Accepted Answer

A)  1:2:3:4:3:2:1 
B)  1:3:6:12:6:3:1 
C)  1:6:15:30:15:6:1 
D)  1:6:15:20:15:6:1 
A)  1:2:3:4:3:2:1 
B)  1:3:6:12:6:3:1 
C)  1:6:15:30:15:6:1 
D)  1:6:15:20:15:6:1

Question 7

Which of the following combinations of peaks appears in the 1H NMR spectrum of butane?

Accepted Answer

A)  a triplet and a doublet 
B)  a triplet and a quartet 
C)  a triplet and a sextet 
D)  two singlets 
A)  a triplet and a doublet 
B)  a triplet and a quartet 
C)  a triplet and a sextet 
D)  two singlets

Question 8

Which feature in the 1H NMR spectrum provides information about the number of types of different protons in a compound?

Accepted Answer

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

Question 9

The chemical shift of the protons of acetone, CH3COCH3, is 2.1 ppm when the spectrum is obtained at 250 MHz. What is the chemical shift of these protons when the spectrum is acquired at 500 MHz?

Accepted Answer

A)  1.05 ppm 
B)  2.1 ppm 
C)  4.2 ppm 
D)  8.4 ppm 
A)  1.05 ppm 
B)  2.1 ppm 
C)  4.2 ppm 
D)  8.4 ppm

Question 10

Which of the protons in the following molecule appear furthest downfield 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

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 12

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 13

Which of the protons in the following molecule appear furthest downfield in the 1H NMR spectrum?

Accepted Answer

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

Question 14

Which of the carbon atoms in the 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 15

Which of the following is not true regarding 1H NMR spectroscopy?

Accepted Answer

A)  "shielding" leads to peaks at lower values of d 
B)  a "downfield" peak appears at a higher value of d 
C)  d for a particular proton depends on the magnetic field strength of the instrument used. 
D)  on a 300 MHz instrument, a proton that adsorbs irradiation at a frequency 1200 Hz higher than the adsorption of TMS appears at d 4 ppm. 
A)  "shielding" leads to peaks at lower values of d 
B)  a "downfield" peak appears at a higher value of d 
C)  d for a particular proton depends on the magnetic field strength of the instrument used. 
D)  on a 300 MHz instrument, a proton that adsorbs irradiation at a frequency 1200 Hz higher than the adsorption of TMS appears at d 4 ppm.

Question 16

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

Accepted Answer

A)  1,1-dibromopropane 
B)  1,2-dibromopropane 
C)  1,3-dibromopropane 
D)  2,2-dibromopropane 
A)  1,1-dibromopropane 
B)  1,2-dibromopropane 
C)  1,3-dibromopropane 
D)  2,2-dibromopropane

Question 17

How many sets of equivalent protons are there in 2-methylhexane?

Accepted Answer

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

Question 18

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

Accepted Answer

o-xylene (

Question 19

How many signals appear in the proton-decoupled 13C NMR spectrum of the following compound?

Accepted Answer

A)  6 
B)  7 
C)  8 
D)  11 
A)  6 
B)  7 
C)  8 
D)  11

Question 20

What is the splitting of the signal in the 1H NMR spectrum for the methyl protons of ethane?

Accepted Answer

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

Exam 13: Nuclear Magnetic Resonance Spectroscopy

How many signals appear in the proton-decoupled 13C NMR spectrum of 1,4-dibromobenzene?

What is the hydrogen deficiency index for a compound with a molecular formula of C12H16O?

Identify the compound (C4H8O2) that gives the following 1H NMR spectrum.

Which C9H10O compound gives the following 1H NMR spectrum?

How many signals appear in proton-decoupled 13C NMR spectrum of 2,5-dimethylhexane?

What is the relative area of the six peaks in a septet in an 1H NMR spectrum?

Which of the following combinations of peaks appears in the 1H NMR spectrum of butane?

Which feature in the 1H NMR spectrum provides information about the number of types of different protons in a compound?

The chemical shift of the protons of acetone, CH3COCH3, is 2.1 ppm when the spectrum is obtained at 250 MHz. What is the chemical shift of these protons when the spectrum is acquired at 500 MHz?

Which of the protons in the following molecule appear furthest downfield in the 1H NMR spectrum?

Which C8H10 compound 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 furthest downfield in the 1H NMR spectrum?

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

Which of the following is not true regarding 1H NMR spectroscopy?

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

How many sets of equivalent protons are there in 2-methylhexane?

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

How many signals appear in the proton-decoupled 13C NMR spectrum of the following compound?

What is the splitting of the signal in the 1H NMR spectrum for the methyl protons of ethane?

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

How many signals appear in the proton-decoupled ¹³C NMR spectrum of 1,4-dibromobenzene?

What is the hydrogen deficiency index for a compound with a molecular formula of C₁₂H₁₆O?

Identify the compound (C₄H₈O₂) that gives the following ¹H NMR spectrum.

Which C₉H₁₀O compound gives the following ¹H NMR spectrum?

How many signals appear in proton-decoupled ¹³C NMR spectrum of 2,5-dimethylhexane?

What is the relative area of the six peaks in a septet in an ¹H NMR spectrum?

Which of the following combinations of peaks appears in the ¹H NMR spectrum of butane?

Which feature in the ¹H NMR spectrum provides information about the number of types of different protons in a compound?

The chemical shift of the protons of acetone, CH₃COCH₃, is 2.1 ppm when the spectrum is obtained at 250 MHz. What is the chemical shift of these protons when the spectrum is acquired at 500 MHz?

Which of the protons in the following molecule appear furthest downfield in the ¹H NMR spectrum?

Which C₈H₁₀ compound 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 furthest downfield in the ¹H NMR spectrum?

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

Which of the following is not true regarding ¹H NMR spectroscopy?

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

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

How many signals appear in the proton-decoupled ¹³C NMR spectrum of the following compound?

What is the splitting of the signal in the ¹H NMR spectrum for the methyl protons of ethane?