Question 1

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

Accepted Answer

Natural isotopic abundance of

Question 2

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

Accepted Answer

Question 3

An unknown compound,C4H10O,gave the following proton NMR data:
Triplet at 1.13 ppm
Quartet at 3.38 ppm
What is the structure of the compound?

Accepted Answer

Question 4

Deduce the identity of the compound from the data provided.
C5H10O2: IR (cm-1): 2950,1740; 13C NMR (δ,splitting): 15.8 (q),19.7 (q),68.4 (d),195.3 (s)

Accepted Answer

Question 5

Provide the structure that is consistent with the data below.
C5H12O
IR (cm-1): 3200-3600 (broad),2950
1H NMR (δ): 3.4 (2H,s),2.9 (1H,broad s),0.9 (9H,s)
13C NMR (δ): 64 (t),39 (s),14 (q)

Accepted Answer

Question 6

Deduce the identity of the following compound from the 1H NMR spectral data given.
C9H10O2 : δ 2.2 (3H,singlet),5.0 (2H,singlet),7.2 (5H,multilet)(ppm)

Accepted Answer

Question 7

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 8

Give the structure of a compound that has a formula of C6H12O and has a triplet (3H,1.1 ppm),doublet (6H,1.2 ppm),quartet (2H,2.4 ppm),and septet (1H,2.7 ppm)in the 1H NMR spectrum.

Accepted Answer

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

Question 9

What information does a HETCOR spectrum give?

Accepted Answer

Coupling between hyd

Question 10

Deduce the identity of the following compound from the 1H NMR spectral data given.
C6H8O4 : δ 3.9 (6H,singlet),6.1 (2H,singlet)(ppm)

Accepted Answer

Question 11

Provide the structure that is consistent with the data below.
C6H10
IR (cm-1): 2950,2230
1H NMR (d): 2.0 (1H,septet),1.8 (3H,s),0.9 (6H,d)
13C NMR (d): 78 (s),72 (s),45 (d),18 (q),15 (q)

Accepted Answer

Question 12

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

Question 13

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

Question 14

Deduce the structure from the data given: C7H16O; 1H NMR δ (integration,coupling): 0.9 (9H,s),1.5 (2H,t),3.5 (3H,s),3.8 (2H,t).

Accepted Answer

Question 15

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 16

Which of the following protons gives an NMR signal with the highest chemical shift value (farthest downfield)? (CH3)2CH-O-CH2CH2CH3
 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 17

H-H coupling is observed in the 1H NMR spectrum of CH3CH2OCH3 and the signal from the methylene H's does not appear as a single peak.How does this signal appear? Explain in detail what is occurring.

Accepted Answer

The methylene H's are perturbed by the n

Question 18

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

Accepted Answer

Question 19

Give the integration and splitting pattern for the indicated signals in the 1H NMR spectrum.

Accepted Answer

A) a = 3H,triplet; d = 1H,singlet 
B) a = 2H,triplet; d = 1H,singlet 
C) a = 3H,triplet,d = 1H,singlet 
D) a = 2H,triplet; d = 2H,doublet 
E) a = 3H,triplet; d = 1H,triplet 
A) a = 3H,triplet; d = 1H,singlet 
B) a = 2H,triplet; d = 1H,singlet 
C) a = 3H,triplet,d = 1H,singlet 
D) a = 2H,triplet; d = 2H,doublet 
E) a = 3H,triplet; d = 1H,triplet

Question 20

Determine the number of signals for 4-methyl-1-propylbenzene in the 1H NMR spectrum.

Accepted Answer

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

Exam 14: Nmr Spectroscopy

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,C4H10O,gave the following proton NMR data: Triplet at 1.13 ppm Quartet at 3.38 ppm What is the structure of the compound?

Deduce the identity of the compound from the data provided. C5H10O2: IR (cm-1): 2950,1740; 13C NMR (δ,splitting): 15.8 (q),19.7 (q),68.4 (d),195.3 (s)

Provide the structure that is consistent with the data below. C5H12O IR (cm-1): 3200-3600 (broad),2950 1H NMR (δ): 3.4 (2H,s),2.9 (1H,broad s),0.9 (9H,s) 13C NMR (δ): 64 (t),39 (s),14 (q)

Deduce the identity of the following compound from the 1H NMR spectral data given. C9H10O2 : δ 2.2 (3H,singlet),5.0 (2H,singlet),7.2 (5H,multilet)(ppm)

The indicated hydrogens (Ha and Hb)are

Give the structure of a compound that has a formula of C6H12O and has a triplet (3H,1.1 ppm),doublet (6H,1.2 ppm),quartet (2H,2.4 ppm),and septet (1H,2.7 ppm)in the 1H NMR spectrum.

What information does a HETCOR spectrum give?

Deduce the identity of the following compound from the 1H NMR spectral data given. C6H8O4 : δ 3.9 (6H,singlet),6.1 (2H,singlet)(ppm)

Provide the structure that is consistent with the data below. C6H10 IR (cm-1): 2950,2230 1H NMR (d): 2.0 (1H,septet),1.8 (3H,s),0.9 (6H,d) 13C NMR (d): 78 (s),72 (s),45 (d),18 (q),15 (q)

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?

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

Deduce the structure from the data given: C7H16O; 1H NMR δ (integration,coupling): 0.9 (9H,s),1.5 (2H,t),3.5 (3H,s),3.8 (2H,t).

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

Which of the following protons gives an NMR signal with the highest chemical shift value (farthest downfield)? (CH3)2CH-O-CH2CH2CH3 1 2 3 4 5

H-H coupling is observed in the 1H NMR spectrum of CH3CH2OCH3 and the signal from the methylene H's does not appear as a single peak.How does this signal appear? Explain in detail what is occurring.

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

Give the integration and splitting pattern for the indicated signals in the 1H NMR spectrum.

Determine the number of signals for 4-methyl-1-propylbenzene in the 1H NMR spectrum.

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

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,C₄H₁₀O,gave the following proton NMR data: Triplet at 1.13 ppm Quartet at 3.38 ppm What is the structure of the compound?

Deduce the identity of the compound from the data provided. C₅H₁₀O₂: IR (cm^-1): 2950,1740; ¹³C NMR (δ,splitting): 15.8 (q),19.7 (q),68.4 (d),195.3 (s)

Provide the structure that is consistent with the data below. C₅H₁₂O IR (cm^-1): 3200-3600 (broad),2950 ¹H NMR (δ): 3.4 (2H,s),2.9 (1H,broad s),0.9 (9H,s) ¹³C NMR (δ): 64 (t),39 (s),14 (q)

Deduce the identity of the following compound from the ¹H NMR spectral data given. C₉H₁₀O₂: δ 2.2 (3H,singlet),5.0 (2H,singlet),7.2 (5H,multilet)(ppm)

The indicated hydrogens (H_a and H_b)are

Give the structure of a compound that has a formula of C₆H₁₂O and has a triplet (3H,1.1 ppm),doublet (6H,1.2 ppm),quartet (2H,2.4 ppm),and septet (1H,2.7 ppm)in the ¹H NMR spectrum.

Deduce the identity of the following compound from the ¹H NMR spectral data given. C₆H₈O₄ : δ 3.9 (6H,singlet),6.1 (2H,singlet)(ppm)

Provide the structure that is consistent with the data below. C₆H₁₀ IR (cm^-1): 2950,2230 ¹H NMR (d): 2.0 (1H,septet),1.8 (3H,s),0.9 (6H,d) ¹³C NMR (d): 78 (s),72 (s),45 (d),18 (q),15 (q)

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?

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

Deduce the structure from the data given: C₇H₁₆O; ¹H NMR δ (integration,coupling): 0.9 (9H,s),1.5 (2H,t),3.5 (3H,s),3.8 (2H,t).

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

Which of the following protons gives an NMR signal with the highest chemical shift value (farthest downfield)? (CH₃)₂CH-O-CH₂CH₂CH₃ 1 2 3 4 5

H-H coupling is observed in the ¹H NMR spectrum of CH₃CH₂OCH₃ and the signal from the methylene H's does not appear as a single peak.How does this signal appear? Explain in detail what is occurring.

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

Give the integration and splitting pattern for the indicated signals in the ¹H NMR spectrum.

Determine the number of signals for 4-methyl-1-propylbenzene in the ¹H NMR spectrum.