Question 1

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

Accepted Answer

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

Question 2

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 A

Question 3

What information does a HETCOR spectrum give?

Accepted Answer

Coupling between hydrogens and the hydrogens to which they are attached to.

Question 4

Which of the following protons gives an NMR signal with the lowest chemical shift value (farthest upfield)?

Accepted Answer

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

Question 5

Deduce the identity of the following compound from the 1H NMR spectral data given.
C8H18O : δ 0.89 (6H, doublet), 1.87 (1H, multiplet), 3.17 (2H, doublet)(ppm)

Accepted Answer

Question 6

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

Accepted Answer

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

Question 7

Deduce the identity of the following compound from the 1H NMR spectral data given.
C3H6Br2 : two peaks: a 2H quintet and a 4H triplet

Accepted Answer

Question 8

Which compound has a 1H NMR spectrum consisting of the following peaks: 0.9 (6H, d), 1.0 (3H, t), 2.2 (2H, q), and 4.0 (1H, septet)?

Accepted Answer

A) (CH3)2CHCH2O2CCH3 
B) (CH3)2CHCH2CO2CH3 
C) (CH3)2CHO2CCH2CH3 
D) (CH3)2CHCO2CH2CH3 
E) (CH3)2CHOCH2CH3 
A) (CH3)2CHCH2O2CCH3 
B) (CH3)2CHCH2CO2CH3 
C) (CH3)2CHO2CCH2CH3 
D) (CH3)2CHCO2CH2CH3 
E) (CH3)2CHOCH2CH3

Question 9

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 10

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 11

Deduce the identity of the following compound from the spectral data given.
C5H10O: 1H NMR, δ 1.2 (6H, doublet), 2.1 (3H, singlet), 2.8 (1H, septet); IR, 2980, 1710 cm-1; MS, m/z 71,

Accepted Answer

Question 12

Which of the following electromagnetic wave types is used in nuclear magnetic resonance spectroscopy?

Accepted Answer

A) X-ray 
B) infrared 
C) visible 
D) radio 
E) ultraviolet 
A) X-ray 
B) infrared 
C) visible 
D) radio 
E) ultraviolet

Question 13

Give the structure of a compound that has a formula of C9H10O2 and has signals in the 13C NMR spectrum at 13.6 ppm (CH3); 59.1 ppm (CH2); 128.4 ppm (CH); 129.7 ppm (CH); 130.5 ppm (C); 132.8 ppm (CH); and167.0 ppm (C).

Accepted Answer

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

Question 14

How many signals would you expect to see in the 1H NMR spectrum of the following compound? ClCH2CH2Cl

Accepted Answer

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

Question 15

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 16

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 17

If a chemical shift of an NMR signal is 7.2 ppm measured in a 60 MHz NMR spectrometer, how many Hz would this signal be from the TMS signal?

Accepted Answer

A) 8)3 Hz 
B) 432 Hz 
C) 0)12 Hz 
D) 72 Hz 
E) 60 Hz 
A) 8)3 Hz 
B) 432 Hz 
C) 0)12 Hz 
D) 72 Hz 
E) 60 Hz

Question 18

Give one reason why 13C NMR is less sensitive than 1H NMR.

Accepted Answer

Natural isotopic abundance of

Question 19

How many distinct carbon signals are expected in the proton-decoupled 13C NMR spectrum of the compound below?

Accepted Answer

Question 20

An unknown compound, C4H8Br2, gave the following proton NMR data:
Singlet at 1.97 ppm (6H)
Singlet at 3.89 ppm (2H)
What is the compound?

Accepted Answer

Exam 15: Nmr Spectroscopy

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

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

What information does a HETCOR spectrum give?

Which of the following protons gives an NMR signal with the lowest chemical shift value (farthest upfield)?

Deduce the identity of the following compound from the 1H NMR spectral data given. C8H18O : δ 0.89 (6H, doublet), 1.87 (1H, multiplet), 3.17 (2H, doublet)(ppm)

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

Deduce the identity of the following compound from the 1H NMR spectral data given. C3H6Br2 : two peaks: a 2H quintet and a 4H triplet

Which compound has a 1H NMR spectrum consisting of the following peaks: 0.9 (6H, d), 1.0 (3H, t), 2.2 (2H, q), and 4.0 (1H, septet)?

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

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).

Deduce the identity of the following compound from the spectral data given. C5H10O: 1H NMR, δ 1.2 (6H, doublet), 2.1 (3H, singlet), 2.8 (1H, septet); IR, 2980, 1710 cm-1; MS, m/z 71,

Which of the following electromagnetic wave types is used in nuclear magnetic resonance spectroscopy?

Give the structure of a compound that has a formula of C9H10O2 and has signals in the 13C NMR spectrum at 13.6 ppm (CH3); 59.1 ppm (CH2); 128.4 ppm (CH); 129.7 ppm (CH); 130.5 ppm (C); 132.8 ppm (CH); and167.0 ppm (C).

How many signals would you expect to see in the 1H NMR spectrum of the following compound? ClCH2CH2Cl

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

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

If a chemical shift of an NMR signal is 7.2 ppm measured in a 60 MHz NMR spectrometer, how many Hz would this signal be from the TMS signal?

Give one reason why 13C NMR is less sensitive than 1H NMR.

How many distinct carbon signals are expected in the proton-decoupled 13C NMR spectrum of the compound below?

An unknown compound, C4H8Br2, gave the following proton NMR data: Singlet at 1.97 ppm (6H) Singlet at 3.89 ppm (2H) What is the compound?

Remembering General Chemistry: Electronic Structure and Bonding

Acids and Bases: Central to Understanding Organic Chemistry

An Introduction to Organic Compounds

Isomers: the Arrangement of Atoms in Space

Alkenes Thermodynamics and Kinetics

Reactions of Alkenes

Reactions of Alkynes Introduction to Multistep Synthesis

Electron Delocalization, Resonance, and Aromaticity More About Molecular Orbital Theory

Substitution Reactions of Alkyl Halides

Elimination Reactions of Alkyl Halides Competition Between Substitution and Elimination

Reactions of Alcohols, Ethers, Epoxides, and Sulfur-Containing Compounds

Organometallic Compounds

Reactions of Alkanes, Radicals

Mass Spectrometry, Infrared Spectroscopy, and Uvvis Spectroscopy

Reactions of Carboxylic Acids and Carboxylic Acid Derivatives

Reactions of Aldehydes and Ketones

Reactions at the Alpha Carbon of Carbonyl Compounds

Reactions of Benzene and Substituted Benzenes

More About Amines Heterocylic Compounds

Carbohydrates

Amino Acids, Peptides, and Proteins

Catalysis

The Organic Mechanisms of the Coenzymes

The Chemistry of Metabolism

Nucleosides, Nucleotides, and Nucleic Acids

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Filters

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

Deduce the identity of the following compound from the ¹H NMR spectral data given. C₈H₁₈O : δ 0.89 (6H, doublet), 1.87 (1H, multiplet), 3.17 (2H, doublet)(ppm)

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

Deduce the identity of the following compound from the ¹H NMR spectral data given. C₃H₆Br₂: two peaks: a 2H quintet and a 4H triplet

Which compound has a ¹H NMR spectrum consisting of the following peaks: 0.9 (6H, d), 1.0 (3H, t), 2.2 (2H, q), and 4.0 (1H, septet)?

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

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).

Deduce the identity of the following compound from the spectral data given. C₅H₁₀O: ¹H NMR, δ 1.2 (6H, doublet), 2.1 (3H, singlet), 2.8 (1H, septet); IR, 2980, 1710 cm^-1; MS, m/z 71,

Give the structure of a compound that has a formula of C₉H₁₀O₂ and has signals in the ¹³C NMR spectrum at 13.6 ppm (CH₃); 59.1 ppm (CH₂); 128.4 ppm (CH); 129.7 ppm (CH); 130.5 ppm (C); 132.8 ppm (CH); and167.0 ppm (C).

How many signals would you expect to see in the ¹H NMR spectrum of the following compound? ClCH₂CH₂Cl

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

Give one reason why ¹³C NMR is less sensitive than ¹H NMR.

How many distinct carbon signals are expected in the proton-decoupled ¹³C NMR spectrum of the compound below?

An unknown compound, C₄H₈Br₂, gave the following proton NMR data: Singlet at 1.97 ppm (6H) Singlet at 3.89 ppm (2H) What is the compound?