Question 1

Determine the number of signals for isopentylamine in the 1H NMR spectrum.

Accepted Answer

A) 2 
B) 3 
C) 4 
D) 5 
E) 6 
A) 2 
B) 3 
C) 4 
D) 5 
E) 6

Question 2

Which of the compounds below most closely matches the following 1H NMR data:
7.6 (2H,d),7.3 (2H,d),3.5 (3H,s),2.2 (3H,s)?

Accepted Answer

Question 3

An unknown compound,C3H5Cl3,gave the following proton NMR data:
Doublet at 1.70 ppm (3H)
Multiplet at 4.32 ppm (1H)
Doublet at 5.85 ppm (1H)
What is the structure of the compound?

Accepted Answer

Question 4

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 5

Predict the number of signals expected,their splitting,and their relative area in the 1H NMR spectrum of CH3CH2OCH3.

Accepted Answer

3 signals: (3H,tripl

Question 6

What is the ratio of the protons in the following compound?

Accepted Answer

A) 3:3:3:2 
B) 6:3:2 
C) 9:2 
D) 3:2 
E) 6:2 
A) 3:3:3:2 
B) 6:3:2 
C) 9:2 
D) 3:2 
E) 6:2

Question 7

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 8

In the proton NMR spectrum,the indicated CH2 group will show up as a

Accepted Answer

A) singlet. 
B) doublet. 
C) triplet. 
D) quartet. 
E) quintet. 
A) singlet. 
B) doublet. 
C) triplet. 
D) quartet. 
E) quintet.

Question 9

What information does a COSY spectrum give?

Accepted Answer

Correlation between

Question 10

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

Accepted Answer

A) 4 
B) 5 
C) 6 
D) 7 
E) 8 
A) 4 
B) 5 
C) 6 
D) 7 
E) 8

Question 11

Mark with an asterisk each carbon that would not produce a signal in the DEPT 13C NMR spectrum of the compound below.

Accepted Answer

Question 12

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

Accepted Answer

Question 13

The indicated hydrogens (Ha and Hb)are

Accepted Answer

A) enantiotopic. 
B) diastereotopic. 
C) mesotopic. 
D) isotopic. 
E) none of the above. 
A) enantiotopic. 
B) diastereotopic. 
C) mesotopic. 
D) isotopic. 
E) none of the above.

Question 14

Provide the structure that is consistent with the data below.
C6H11N
IR (cm-1): 2950,2230
1H NMR (δ): 1.7 (quintet,1H),1.2 (m,4H),0.9 (t,6H)
13C NMR (δ): 95 (s),45 (d),25 (t),18 (q)

Accepted Answer

Question 15

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 16

Can alkenes and aromatics be easily distinguished from each other in an 13C NMR spectrum?

Accepted Answer

Alkenes are in the range of 10

Question 17

Give the structure for the compound that has a formula of C11H16O and the following 1H NMR and 13C NMR spectra.Label the hydrogens and the carbons.
1H NMR spectrum: 1.3 ppm,(d,6H); 3.1 ppm (sept,1H); 3.2 ppm (s,3H); 4.6 ppm (s,2H),7.1 ppm (d,2H),7.1 ppm (d,2H)
13C NMR spectrum: 24.4 ppm (CH3); 31.7 ppm (CH); 53.5 ppm (CH3); 77.9 ppm (CH2); 126.2 ppm (CH); 127.3 ppm (CH); 134.4 ppm (C); and 147.8 ppm (C).

Accepted Answer

Question 18

How many distinct triplets would you expect in the 1H NMR of the compound below?

Accepted Answer

A) 0 
B) 2 
C) 4 
D) 6 
E) 8 
A) 0 
B) 2 
C) 4 
D) 6 
E) 8

Question 19

What is indicated by a cross peak in the COSY spectrum of a compound?

Accepted Answer

The dots that are not on the d

Question 20

Deduce the identity of the following compound from the 1H NMR spectral data given.
C7H12O4 : δ 1.1 (6H,triplet),3.4 (2H,singlet),4.2 (4H,quartet)(ppm)

Accepted Answer

Exam 14: Nmr Spectroscopy

Determine the number of signals for isopentylamine in the 1H NMR spectrum.

Which of the compounds below most closely matches the following 1H NMR data: 7.6 (2H,d),7.3 (2H,d),3.5 (3H,s),2.2 (3H,s)?

An unknown compound,C3H5Cl3,gave the following proton NMR data: Doublet at 1.70 ppm (3H) Multiplet at 4.32 ppm (1H) Doublet at 5.85 ppm (1H) What is the structure of the compound?

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

Predict the number of signals expected,their splitting,and their relative area in the 1H NMR spectrum of CH3CH2OCH3.

What is the ratio of the protons in the following compound?

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

In the proton NMR spectrum,the indicated CH2 group will show up as a

What information does a COSY spectrum give?

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

Mark with an asterisk each carbon that would not produce a signal in the DEPT 13C NMR spectrum of the compound below.

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

The indicated hydrogens (Ha and Hb)are

Provide the structure that is consistent with the data below. C6H11N IR (cm-1): 2950,2230 1H NMR (δ): 1.7 (quintet,1H),1.2 (m,4H),0.9 (t,6H) 13C NMR (δ): 95 (s),45 (d),25 (t),18 (q)

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

Can alkenes and aromatics be easily distinguished from each other in an 13C NMR spectrum?

How many distinct triplets would you expect in the 1H NMR of the compound below?

What is indicated by a cross peak in the COSY spectrum of a compound?

Deduce the identity of the following compound from the 1H NMR spectral data given. C7H12O4 : δ 1.1 (6H,triplet),3.4 (2H,singlet),4.2 (4H,quartet)(ppm)

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

Determine the number of signals for isopentylamine in the ¹H NMR spectrum.

Which of the compounds below most closely matches the following ¹H NMR data: 7.6 (2H,d),7.3 (2H,d),3.5 (3H,s),2.2 (3H,s)?

An unknown compound,C₃H₅Cl₃,gave the following proton NMR data: Doublet at 1.70 ppm (3H) Multiplet at 4.32 ppm (1H) Doublet at 5.85 ppm (1H) What is the structure of the compound?

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

Predict the number of signals expected,their splitting,and their relative area in the ¹H NMR spectrum of CH₃CH₂OCH₃.

In the proton NMR spectrum,the indicated CH₂ group will show up as a

Mark with an asterisk each carbon that would not produce a signal in the DEPT ¹³C NMR spectrum of the compound below.

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

The indicated hydrogens (H_a and H_b)are

Provide the structure that is consistent with the data below. C₆H₁₁N IR (cm^-1): 2950,2230 ¹H NMR (δ): 1.7 (quintet,1H),1.2 (m,4H),0.9 (t,6H) ¹³C NMR (δ): 95 (s),45 (d),25 (t),18 (q)

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

Can alkenes and aromatics be easily distinguished from each other in an ¹³C NMR spectrum?

How many distinct triplets would you expect in the ¹H NMR of the compound below?

Deduce the identity of the following compound from the ¹H NMR spectral data given. C₇H₁₂O₄ : δ 1.1 (6H,triplet),3.4 (2H,singlet),4.2 (4H,quartet)(ppm)