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 C

Question 2

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

Accepted Answer

o-xylene (1,2-dimethylbenzene)

Question 3

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

Accepted Answer

p-xylene (1,4-dimethylbenzene)

Question 4

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

Accepted Answer

A)  "shielding" leads to peaks at lower values of δ 
B)  a "downfield" peak appears at a higher value of δ 
C)  δ 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 δ 4 ppm. 
A)  "shielding" leads to peaks at lower values of δ 
B)  a "downfield" peak appears at a higher value of δ 
C)  δ 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 δ 4 ppm.

Question 5

Which of the protons in the following molecule appear furthest downfield in the 1H NMR spectrum? $\quad$$\quad$$\quad$$\quad$$\quad$$\quad$O
$\quad$$\quad$$\quad$$\quad$$\quad$$\quad$||
$\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{C}-\mathrm{O}-\mathrm{CH}_{2}-\mathrm{CH}_{3}$
$\quad$i $\quad$$\quad$$\quad$ii $\quad$$\quad$$\quad$$\quad$$\quad$$\quad$iii$\quad$$\quad$ iv

Accepted Answer

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

Question 6

Identify the compound (C3H7Cl) that gives the following 1H NMR spectrum.

Accepted Answer

Question 7

Predict the splitting of each of the numbered hydrogen atoms in the structure below in a S1U1P11S1S1P0H NMR spectrum. Identify as singlet, doublet, triplet, quartet, quintet, sextet, septet, .... Place the correct splitting in the blank to the left of the number.  
-______ 1

Accepted Answer

The answer of Predict the splitting of each of the...

Question 8

All of the following compound produce only singlets in a 1H NMR spectrum.     $\quad$$\quad$$\quad$$\quad$$\mathrm{CH}_{3}$
$\quad$$\quad$$\quad$$\quad$$\quad$|
$\mathrm{CH}_{3} \mathrm{C} \equiv \mathrm{CCCH}_{3}$
$\quad$$\quad$$\quad$$\quad$$\quad$|
$\quad$$\quad$$\quad$$\quad$$\mathrm{CH}_{3}$

Accepted Answer

A) True 
 B)False

Question 9

Which of the following compounds gives a 1H NMR spectrum consisting of only a singlet, triplet and quintet?

Accepted Answer

A)  CH3OCH2CH2CH2CH2OH 
B)  CH3OCH2CH2OCH2CH3 
C)  CH3OCH2CH2CH2OCH3 
D)  CH3OCH2CH(CH3)OCH3 
A)  CH3OCH2CH2CH2CH2OH 
B)  CH3OCH2CH2OCH2CH3 
C)  CH3OCH2CH2CH2OCH3 
D)  CH3OCH2CH(CH3)OCH3

Question 10

Which of the following combinations of peaks appears in the 1H NMR spectrum of diethyl ether, CH3CH2OCH2CH3?

Accepted Answer

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

Question 11

What is the hydrogen deficiency index for a compound with a molecular formula of C6H11N?

Accepted Answer

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

Question 12

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 13

What is the hydrogen deficiency index for a compound with a molecular formula of C6H6Br2?

Accepted Answer

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

Question 14

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 15

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 16

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 17

For each of the compounds below tell how many signals you would expect the molecule to have in its normal, broadband hydrogen-decoupled S1U1P113S1S1P0C NMR spectra. Enter the numerical value in the blank provided to the left of the structure.
-_______

Accepted Answer

The answer of For each of the compounds below tell...

Question 18

Predict the splitting of each of the numbered hydrogen atoms in the structure below in a S1U1P11S1S1P0H NMR spectrum. Identify as singlet, doublet, triplet, quartet, quintet, sextet, septet, .... Place the correct splitting in the blank to the left of the number.  
-______ 1

Accepted Answer

The answer of Predict the splitting of each of the...

Question 19

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

Accepted Answer

A)  CH3CH(OCH3)2 
B)  CH3OCH2CH2CH2CH2OCH3 
C)  CH3OCH2CH2OCH3 
D)  CH3OCH2CH(OH)CH3 
A)  CH3CH(OCH3)2 
B)  CH3OCH2CH2CH2CH2OCH3 
C)  CH3OCH2CH2OCH3 
D)  CH3OCH2CH(OH)CH3

Question 20

For each of the compounds below tell how many signals you would expect the molecule to have in its normal, broadband hydrogen-decoupled S1U1P113S1S1P0C NMR spectra. Enter the numerical value in the blank provided to the left of the structure.
-_______

Accepted Answer

The answer of For each of the compounds below tell...

Exam 13: Nuclear Magnetic Resonance Spectroscopy

Which C6H12O2 compound gives the following 1H NMR spectrum?

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

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

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

Identify the compound (C3H7Cl) that gives the following 1H NMR spectrum.

Predict the splitting of each of the numbered hydrogen atoms in the structure below in a 1H NMR spectrum. Identify as singlet, doublet, triplet, quartet, quintet, sextet, septet, .... Place the correct splitting in the blank to the left of the number. -______ 1

Which of the following compounds gives a 1H NMR spectrum consisting of only a singlet, triplet and quintet?

Which of the following combinations of peaks appears in the 1H NMR spectrum of diethyl ether, CH3CH2OCH2CH3?

What is the hydrogen deficiency index for a compound with a molecular formula of C6H11N?

Which C6H12O2 compound gives the following 1H NMR spectrum?

What is the hydrogen deficiency index for a compound with a molecular formula of C6H6Br2?

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

Which C9H10O compound gives the following 1H NMR spectrum?

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

For each of the compounds below tell how many signals you would expect the molecule to have in its normal, broadband hydrogen-decoupled 13C NMR spectra. Enter the numerical value in the blank provided to the left of the structure. -_______

Predict the splitting of each of the numbered hydrogen atoms in the structure below in a 1H NMR spectrum. Identify as singlet, doublet, triplet, quartet, quintet, sextet, septet, .... Place the correct splitting in the blank to the left of the number. -______ 1

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

For each of the compounds below tell how many signals you would expect the molecule to have in its normal, broadband hydrogen-decoupled 13C NMR spectra. Enter the numerical value in the blank provided to the left of the structure. -_______

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

Amines

Catalytic Carbon-Carbon Bond Formation

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids

Organic Polymer Chemistry

Filters

Which C₆H₁₂O₂ compound gives the following ¹H NMR spectrum?

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

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

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

Identify the compound (C₃H₇Cl) that gives the following ¹H NMR spectrum.

Predict the splitting of each of the numbered hydrogen atoms in the structure below in a ¹H NMR spectrum. Identify as singlet, doublet, triplet, quartet, quintet, sextet, septet, .... Place the correct splitting in the blank to the left of the number. -______ 1

Which of the following compounds gives a ¹H NMR spectrum consisting of only a singlet, triplet and quintet?

Which of the following combinations of peaks appears in the ¹H NMR spectrum of diethyl ether, CH₃CH₂OCH₂CH₃?

What is the hydrogen deficiency index for a compound with a molecular formula of C₆H₁₁N?

Which C₆H₁₂O₂ compound gives the following ¹H NMR spectrum?

What is the hydrogen deficiency index for a compound with a molecular formula of C₆H₆Br₂?

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

Which C₉H₁₀O compound gives the following ¹H NMR spectrum?

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

For each of the compounds below tell how many signals you would expect the molecule to have in its normal, broadband hydrogen-decoupled ¹³C NMR spectra. Enter the numerical value in the blank provided to the left of the structure. -_______

Predict the splitting of each of the numbered hydrogen atoms in the structure below in a ¹H NMR spectrum. Identify as singlet, doublet, triplet, quartet, quintet, sextet, septet, .... Place the correct splitting in the blank to the left of the number. -______ 1

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

For each of the compounds below tell how many signals you would expect the molecule to have in its normal, broadband hydrogen-decoupled ¹³C NMR spectra. Enter the numerical value in the blank provided to the left of the structure. -_______