Question 1

For each of the following compounds,indicate how many 13C NMR signals will be seen.

Accepted Answer

A) a: 3; b: 3; c: 5; d: 3 
B) a: 4; b: 3; c: 5; d: 3 
C) a: 3; b: 4; c: 5; d: 3 
D) a: 4; b: 3; c: 3; d: 3 
A) a: 3; b: 3; c: 5; d: 3 
B) a: 4; b: 3; c: 5; d: 3 
C) a: 3; b: 4; c: 5; d: 3 
D) a: 4; b: 3; c: 3; d: 3

Question 2

How many peaks would be observed for each of the circled protons in the compounds below?

Accepted Answer

A) I = 1; II = 4; III = 7 
B) I = 3; II = 3; III = 7 
C) I = 2; II = 4; III = 7 
D) I = 2; II = 4; III = 6 
A) I = 1; II = 4; III = 7 
B) I = 3; II = 3; III = 7 
C) I = 2; II = 4; III = 7 
D) I = 2; II = 4; III = 6

Question 3

How many different kinds of protons are present in each of the following compounds?

Accepted Answer

A) I = 2; II = 4; III = 6 
B) I = 2; II = 4; III = 4 
C) I = 3; II = 3; III = 5 
D) I = 2; II = 4; III = 5 
A) I = 2; II = 4; III = 6 
B) I = 2; II = 4; III = 4 
C) I = 3; II = 3; III = 5 
D) I = 2; II = 4; III = 5

Question 4

Into how many peaks will each of the circled protons be split? (Assume complete resolution of all NMR peaks is possible)

Accepted Answer

A) I = 3; II = 7; III = 4 
B) I = 2; II = 7; III = 4 
C) I = 2; II = 7; III = 3 
D) I = 2; II = 6; III = 4 
A) I = 3; II = 7; III = 4 
B) I = 2; II = 7; III = 4 
C) I = 2; II = 7; III = 3 
D) I = 2; II = 6; III = 4

Question 5

How many unique protons are present in each of the following compounds?

Accepted Answer

A) I = 6; II = 3; III = 6 
B) I = 5; II = 4; III = 6 
C) I = 6,II = 4,III = 4 
D) I = 6; II = 4; III = 6 
A) I = 6; II = 3; III = 6 
B) I = 5; II = 4; III = 6 
C) I = 6,II = 4,III = 4 
D) I = 6; II = 4; III = 6

Question 6

For each of the following compounds,indicate how many 13C NMR signals will be observed.

Accepted Answer

A) a: 4; b: 4; c: 7; d: 4 
B) a: 5; b: 4; c: 7; d: 3 
C) a: 4; b: 7; c: 7; d: 3 
D) a: 5; b: 4; c: 6; d: 5 
A) a: 4; b: 4; c: 7; d: 4 
B) a: 5; b: 4; c: 7; d: 3 
C) a: 4; b: 7; c: 7; d: 3 
D) a: 5; b: 4; c: 6; d: 5

Question 7

How many peaks would be observed for each of the circled protons in the compounds below?

Accepted Answer

A) I = 2; II = 6; III = 1 
B) I = 3; II = 5; III = 2 
C) I = 1; II = 5; III = 1 
D) I = 2; II = 6; III = 2 
A) I = 2; II = 6; III = 1 
B) I = 3; II = 5; III = 2 
C) I = 1; II = 5; III = 1 
D) I = 2; II = 6; III = 2

Question 8

How many different kinds of protons are present in each of the following molecules?

Accepted Answer

A) I = 6; II = 3; III = 4 
B) I = 5; II = 3; III = 4 
C) I = 6; II = 4; III = 5 
D) I = 6; II = 4; III = 4 
A) I = 6; II = 3; III = 4 
B) I = 5; II = 3; III = 4 
C) I = 6; II = 4; III = 5 
D) I = 6; II = 4; III = 4

Question 9

How many different kinds of protons are present in the following molecule?

Accepted Answer

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

Question 10

How many different kinds of 13C peaks will be seen?

Accepted Answer

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

Question 11

An unknown compound X has the empirical formula C3H6O and a molecular ion in its mass spectrum at 116.Compound X shows no IR absorption at 3200-3600 cm-1 but shows a peak at 1700 cm-1.The 1H NMR spectral data of X is shown below.What is the structure of compound X?

Accepted Answer

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

Exam 32: Organic Spectroscopy Concepts

For each of the following compounds,indicate how many 13C NMR signals will be seen.

How many peaks would be observed for each of the circled protons in the compounds below?

How many different kinds of protons are present in each of the following compounds?

Into how many peaks will each of the circled protons be split? (Assume complete resolution of all NMR peaks is possible)

How many unique protons are present in each of the following compounds?

For each of the following compounds,indicate how many 13C NMR signals will be observed.

How many peaks would be observed for each of the circled protons in the compounds below?

How many different kinds of protons are present in each of the following molecules?

How many different kinds of protons are present in the following molecule?

How many different kinds of 13C peaks will be seen?

An unknown compound X has the empirical formula C3H6O and a molecular ion in its mass spectrum at 116.Compound X shows no IR absorption at 3200-3600 cm-1 but shows a peak at 1700 cm-1.The 1H NMR spectral data of X is shown below.What is the structure of compound X?

Structure and Bonding

Acids and Bases

Introduction to Organic Molecules and Functional Groups

Alkanes

Stereochemistry

Understanding Organic Reactions

Alkyl Halides and Nucleophilic Substitution

Alkyl Halides and Elimination Reactions

Alcohols,ethers,and Related Compounds

Alkenes and Addition Reactions

Alkynes and Synthesis

Oxidation and Reduction

Radical Reactions

Conjugation, resonance, and Dienes

Benzene and Aromatic Compounds

Reactions of Aromatic Compounds

Introduction to Carbonyl Chemistry; Organometallic Reagents; Oxidation and Reduction

Aldehydes and Ketones - Nucleophilic Addition

Carboxylic Acids and the Acidity of the O-H Bond

Carboxylic Acids and Their Derivatives - Nucleophilic Acyl Substitution

Substitution Reactions of Carbonyl Compounds at the a Carbon

Carbonyl Condensation Reactions

Amines

Carbon-Carbon Bond-Forming Reactions in Organic Synthesis

Pericyclic Reactions

Carbohydrates

Amino Acids and Proteins

Synthetic Polymers

Lipids

Molecular Ion Peaks and Fragmentation Patterns

Analyzing Molecular Motion and Infrared Spectroscopy

Filters

For each of the following compounds,indicate how many ¹³C NMR signals will be seen.

For each of the following compounds,indicate how many ¹³C NMR signals will be observed.

How many different kinds of ¹³C peaks will be seen?

An unknown compound X has the empirical formula C₃H₆O and a molecular ion in its mass spectrum at 116.Compound X shows no IR absorption at 3200-3600 cm^-1 but shows a peak at 1700 cm^-1.The ¹H NMR spectral data of X is shown below.What is the structure of compound X?