Question 1

Which of the following compounds gives the highest chemical shift value (farthest downfield)in the NMR spectrum?

Accepted Answer

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

Question 2

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

Accepted Answer

A) 1 
B) 2 
C) 3 
D) 4 
E) 5 
A) 1 
B) 2 
C) 3 
D) 4 
E) 5

Question 3

An unknown compound,C9H12,gave the following NMR spectrum: Triplet at 1.21 ppm (3H)Singlet at 2.30 ppm (3H)Quartet at 2.60 ppm (2H)Singlet at 7.04 ppm (4H)
What is the structure of the compound?

Accepted Answer

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

Question 4

How many proton NMR singlets will 2-bromo-3-methyl-2-butene exhibit?

Accepted Answer

A) 1 
B) 2 
C) 3 
D) 4 
E) 5 
A) 1 
B) 2 
C) 3 
D) 4 
E) 5

Question 5

Give the structure of a compound that has a formula of C8H11N and has signals in the 13C NMR spectrum at 25.9 ppm (CH3),51.1 ppm (CH),125.9 ppm (CH),126.6 ppm (CH),128.3 ppm (CH),and 148.5 ppm (C).

Accepted Answer

A)    
B)    
C)    
D)    
E)    
A)    
B)    
C)    
D)    
E)

Question 6

What splitting pattern is observed in the proton NMR spectrum for the indicated hydrogens? CH3OCH2CH2OCH3
↑

Accepted Answer

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

Question 7

How many signals will be observed in the proton NMR spectrum of the following molecule?

Accepted Answer

A) 1 
B) 2 
C) 3 
D) 4 
E) 5 
A) 1 
B) 2 
C) 3 
D) 4 
E) 5

Question 8

Which of the following compounds has a signal disappear when D2O is added to it,ethyl alcohol or ethyl chloride?

Accepted Answer

The signal would dis

Question 9

How many signals will be observed in the carbon NMR spectrum of the following molecule?

Accepted Answer

A) 1 
B) 2 
C) 3 
D) 8 
E) 10 
A) 1 
B) 2 
C) 3 
D) 8 
E) 10

Question 10

Give the structure of a compound that has a formula of C8H10O2 and has signals in the 13C NMR spectrum at 54.8 ppm (CH3),63.3 ppm (CH2),113.6 ppm (CH),128.3 ppm (CH),134.11 ppm (C),and 158.6 ppm (C).

Accepted Answer

A)    
B)    
C)    
D)    
E)    
A)    
B)    
C)    
D)    
E)

Question 11

Describe the difference between a ketone and an aldehyde in the 1H NMR spectrum.

Accepted Answer

A) An aldehyde has a signal at 9.0 - 10.0 ppm. 
B) An aldehyde has a signal at 2.1 ppm. 
C) An aldehyde has a signal at 5.0 ppm. 
D) An aldehyde has a signal at 3.5 ppm. 
E) An aldehyde has a signal at 8.0 ppm. 
A) An aldehyde has a signal at 9.0 - 10.0 ppm. 
B) An aldehyde has a signal at 2.1 ppm. 
C) An aldehyde has a signal at 5.0 ppm. 
D) An aldehyde has a signal at 3.5 ppm. 
E) An aldehyde has a signal at 8.0 ppm.

Question 12

Deduce the identity of the following compound from the 1H NMR data given.
C4H7BrO: δ 2.2 (3H,singlet),3.5 (2H,triplet),4.5 (2H,triplet)

Accepted Answer

Question 13

If the frequency for flipping a 1H nucleus at an applied field of 1.4092 Tesla is 60 MHz,what would be the applied magnetic field if the frequency is 360 MHz?

Accepted Answer

A) 8)4552 Tesla 
B) 0)2349 Tesla 
C) 1)4092 Tesla 
D) 4)2577 Tesla 
E) 3)0439 Tesla 
A) 8)4552 Tesla 
B) 0)2349 Tesla 
C) 1)4092 Tesla 
D) 4)2577 Tesla 
E) 3)0439 Tesla

Question 14

A compound gave a signal at 203 ppm in the 13C NMR spectrum.How would it be possible to tell if the compound is an aldehyde or a ketone in a proton-coupled 13C NMR spectrum?

Accepted Answer

The aldehyde carbony

Question 15

Why is Fourier transform NMR spectroscopy preferred over continuous wave as a technique for 13C NMR?

Accepted Answer

¹³C nuclei have a low sensitivity which re

Question 16

Which of the following spectroscopic techniques uses the lowest energy of the electromagnetic radiation spectrum?

Accepted Answer

A) UV 
B) visible 
C) IR 
D) X-ray 
E) NMR 
A) UV 
B) visible 
C) IR 
D) X-ray 
E) NMR

Question 17

Which of the following protons gives an NMR signal with the highest chemical shift value (farthest downfield)? F-CH2CH2CH2CH2CH2-Br
1 2 3 4 5

Accepted Answer

A) 1 
B) 2 
C) 3 
D) 4 
E) 5 
A) 1 
B) 2 
C) 3 
D) 4 
E) 5

Question 18

Deduce the identity of the following compound from the 1H NMR spectral data given.
C3H3Cl5 : δ 4.5 (1H,triplet),6.1 (2H,doublet)(ppm)

Accepted Answer

Question 19

Give the structure of a compound that has a formula of C4H7ClO2 and has a triplet (3H,1.1 ppm),quintet (2H,1.2 ppm),triplet (1H,4.4 ppm),and singlet (1H,11.6 ppm)in the 1H NMR spectrum.

Accepted Answer

A)    
B)    
C)    
D)    
E)    
A)    
B)    
C)    
D)    
E)

Question 20

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

Accepted Answer

A) 1 
B) 2 
C) 4 
D) 3 
E) 6 
A) 1 
B) 2 
C) 4 
D) 3 
E) 6

Exam 14: Nmr Spectroscopy

Which of the following compounds gives the highest chemical shift value (farthest downfield)in the NMR spectrum?

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

An unknown compound,C9H12,gave the following NMR spectrum: Triplet at 1.21 ppm (3H)Singlet at 2.30 ppm (3H)Quartet at 2.60 ppm (2H)Singlet at 7.04 ppm (4H) What is the structure of the compound?

How many proton NMR singlets will 2-bromo-3-methyl-2-butene exhibit?

Give the structure of a compound that has a formula of C8H11N and has signals in the 13C NMR spectrum at 25.9 ppm (CH3),51.1 ppm (CH),125.9 ppm (CH),126.6 ppm (CH),128.3 ppm (CH),and 148.5 ppm (C).

What splitting pattern is observed in the proton NMR spectrum for the indicated hydrogens? CH3OCH2CH2OCH3 ↑

How many signals will be observed in the proton NMR spectrum of the following molecule?

Which of the following compounds has a signal disappear when D2O is added to it,ethyl alcohol or ethyl chloride?

How many signals will be observed in the carbon NMR spectrum of the following molecule?

Give the structure of a compound that has a formula of C8H10O2 and has signals in the 13C NMR spectrum at 54.8 ppm (CH3),63.3 ppm (CH2),113.6 ppm (CH),128.3 ppm (CH),134.11 ppm (C),and 158.6 ppm (C).

Describe the difference between a ketone and an aldehyde in the 1H NMR spectrum.

Deduce the identity of the following compound from the 1H NMR data given. C4H7BrO: δ 2.2 (3H,singlet),3.5 (2H,triplet),4.5 (2H,triplet)

If the frequency for flipping a 1H nucleus at an applied field of 1.4092 Tesla is 60 MHz,what would be the applied magnetic field if the frequency is 360 MHz?

A compound gave a signal at 203 ppm in the 13C NMR spectrum.How would it be possible to tell if the compound is an aldehyde or a ketone in a proton-coupled 13C NMR spectrum?

Why is Fourier transform NMR spectroscopy preferred over continuous wave as a technique for 13C NMR?

Which of the following spectroscopic techniques uses the lowest energy of the electromagnetic radiation spectrum?

Which of the following protons gives an NMR signal with the highest chemical shift value (farthest downfield)? F-CH2CH2CH2CH2CH2-Br 1 2 3 4 5

Deduce the identity of the following compound from the 1H NMR spectral data given. C3H3Cl5 : δ 4.5 (1H,triplet),6.1 (2H,doublet)(ppm)

Give the structure of a compound that has a formula of C4H7ClO2 and has a triplet (3H,1.1 ppm),quintet (2H,1.2 ppm),triplet (1H,4.4 ppm),and singlet (1H,11.6 ppm)in the 1H NMR spectrum.

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

Remembering General Chemistry: Electronic Structure and Bonding

Acids and Bases: Central to Understanding Organic Chemistry

An Introduction to Organic Compounds: Nomenclature, physical Properties, and Structure

Isomers: the Arrangement of Atoms in Space

Alkenes: Structure,nomenclature,and an Introduction to Reactivity - Thermodynamics and Kinetics

The Reactions of Alkenes - the Stereochemistry of Addition Reactions

The Reactions of Alkynes - Introduction to Multistep Synthesis

Delocalized Electrons: Their Effect on Stability, pka, and the Products of a Reaction - Aromaticity and Electronic Effects: an Introduction to the Reactions of Benzene

Substitution and Elimination Reactions of Alkyl Halides

Reactions of Alcohols, ethers, epoxides, amines and Sulfur-Containing Compounds

Organometallic Compounds

Radicals

Mass Spectrometry,infrared Spectroscopy,and Uvvis Spectroscopy

Reactions of Carboxylic Acids and Carboxylic Acid Derivatives

Reactions of Aldehydes and Ketones

Reactions at the Α-Carbon

Reactions of Benzene and Substituted Benzenes

More About Amines - Reactions of Heterocylic Compounds

The Organic Chemistry of Carbohydrates

Amino Acids,peptides,and Proteins

Catalysis in Organic Reactions and in Enzymatic Reactions

The Organic Chemistry of the Coenzymes, compounds Derived From Vitamins

The Organic Chemistry of the Metabolic Pathways

The Organic Chemistry of Lipids

The Chemistry of the Nucleic Acids

Synthetic Polymers

Pericyclic Reactions

Filters

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

An unknown compound,C₉H₁₂,gave the following NMR spectrum: Triplet at 1.21 ppm (3H)Singlet at 2.30 ppm (3H)Quartet at 2.60 ppm (2H)Singlet at 7.04 ppm (4H) What is the structure of the compound?

Give the structure of a compound that has a formula of C₈H₁₁N and has signals in the ¹³C NMR spectrum at 25.9 ppm (CH₃),51.1 ppm (CH),125.9 ppm (CH),126.6 ppm (CH),128.3 ppm (CH),and 148.5 ppm (C).

What splitting pattern is observed in the proton NMR spectrum for the indicated hydrogens? CH₃OCH₂CH₂OCH₃ ↑

Which of the following compounds has a signal disappear when D₂O is added to it,ethyl alcohol or ethyl chloride?

Give the structure of a compound that has a formula of C₈H₁₀O₂ and has signals in the ¹³C NMR spectrum at 54.8 ppm (CH₃),63.3 ppm (CH₂),113.6 ppm (CH),128.3 ppm (CH),134.11 ppm (C),and 158.6 ppm (C).

Describe the difference between a ketone and an aldehyde in the ¹H NMR spectrum.

Deduce the identity of the following compound from the ¹H NMR data given. C₄H₇BrO: δ 2.2 (3H,singlet),3.5 (2H,triplet),4.5 (2H,triplet)

If the frequency for flipping a ¹H nucleus at an applied field of 1.4092 Tesla is 60 MHz,what would be the applied magnetic field if the frequency is 360 MHz?

A compound gave a signal at 203 ppm in the ¹³C NMR spectrum.How would it be possible to tell if the compound is an aldehyde or a ketone in a proton-coupled ¹³C NMR spectrum?

Why is Fourier transform NMR spectroscopy preferred over continuous wave as a technique for ¹³C NMR?

Which of the following protons gives an NMR signal with the highest chemical shift value (farthest downfield)? F-CH₂CH₂CH₂CH₂CH₂-Br 1 2 3 4 5

Deduce the identity of the following compound from the ¹H NMR spectral data given. C₃H₃Cl₅ : δ 4.5 (1H,triplet),6.1 (2H,doublet)(ppm)

Give the structure of a compound that has a formula of C₄H₇ClO₂ and has a triplet (3H,1.1 ppm),quintet (2H,1.2 ppm),triplet (1H,4.4 ppm),and singlet (1H,11.6 ppm)in the ¹H NMR spectrum.

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