Question 1

In theory a poorly planned crossed aldol reaction can produce how many different aldol regioisomers?

Accepted Answer

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

Question 2

Give the major product for the following reaction.

Accepted Answer

A)    
B)    
C)    
D)    
E) no reaction 
A)    
B)    
C)    
D)    
E) no reaction

Question 3

Provide a detailed, stepwise mechanism for the acid-catalyzed enolization of acetaldehyde.

Accepted Answer

The answer of Provide a detailed, stepwise mechanism for the...

Question 4

Give the major product for the following reaction.

Accepted Answer

The answer of Give the major product for the following...

Question 5

Provide the major organic product(s)of the reaction shown below.

Accepted Answer

The answer of Provide the major organic product(s)of the reaction...

Question 6

Give the major product for the following reaction.

Accepted Answer

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

Question 7

Which of the following underlined alpha hydrogens are the most acidic?

Accepted Answer

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

Question 8

Which of the following compounds does not have an alpha hydrogen?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) all of the above 
A) I 
B) II 
C) III 
D) IV 
E) all of the above

Question 9

Provide a detailed, stepwise mechanism for the α-bromination of acetone in base.

Accepted Answer

The answer of Provide a detailed, stepwise mechanism for the...

Question 10

Enolates are frequently formed by treating an aldehyde or ketone with LDA. However, the LDA must first be generated by reacting diisopropylamine with butyllithium. Why don't chemists just use butyllithium itself to deprotonate the aldehyde or ketone and form the enolate?

Accepted Answer

Butyllithium is a strong enough base but

Question 11

Provide the major organic product(s)of the reaction shown below.

Accepted Answer

The answer of Provide the major organic product(s)of the reaction...

Question 12

Give the major product for the following reaction.

Accepted Answer

The answer of Give the major product for the following...

Question 13

Provide the structure of the alkyl bromide that is needed to prepare 6-methyl-2-heptanone using the acetoacetic ester synthesis.

Accepted Answer

The answer of Provide the structure of the alkyl bromide...

Question 14

Give the major product for the following reaction.

Accepted Answer

The answer of Give the major product for the following...

Question 15

An enolate attacks an aldehyde and the resulting product is subsequently protonated. What type of reaction is this?

Accepted Answer

A) a Fischer esterification 
B) an acid-catalyzed aldol condensation 
C) a base-mediated aldol condensation 
D) a Hell-Volhard-Zelinsky reaction 
E) a Selman-Jones reaction 
A) a Fischer esterification 
B) an acid-catalyzed aldol condensation 
C) a base-mediated aldol condensation 
D) a Hell-Volhard-Zelinsky reaction 
E) a Selman-Jones reaction

Question 16

What is the major product of the following condensation?

Accepted Answer

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

Question 17

a) The base-catalyzed reaction of 1 mole of acetone with 2 moles of benzaldehyde yields a yellow solid, C17H14O. What is the structure of the product?
b) What will be the result when only 1 mole of benzaldehyde is added?
c) What will be the result when acetone is not added at all?
d) What will be the result when benzaldehyde is not added at all?
e) Why is the self-condensation of acetone unlikely in the presence of benzaldehyde?

Accepted Answer

a) This is an aldol addition. @#IMG-DLM&_TB1830_00

Question 18

What is the major organic product of the following reaction?

Accepted Answer

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

Question 19

Provide the major organic product of the following.

Accepted Answer

The answer of Provide the major organic product of the...

Question 20

Give the major product for the reaction.

Accepted Answer

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

Exam 18: Reactions at the Alpha Carbon of Carbonyl Compounds

In theory a poorly planned crossed aldol reaction can produce how many different aldol regioisomers?

Give the major product for the following reaction.

Provide a detailed, stepwise mechanism for the acid-catalyzed enolization of acetaldehyde.

Give the major product for the following reaction.

Provide the major organic product(s)of the reaction shown below.

Give the major product for the following reaction.

Which of the following underlined alpha hydrogens are the most acidic?

Which of the following compounds does not have an alpha hydrogen?

Provide a detailed, stepwise mechanism for the α-bromination of acetone in base.

Enolates are frequently formed by treating an aldehyde or ketone with LDA. However, the LDA must first be generated by reacting diisopropylamine with butyllithium. Why don't chemists just use butyllithium itself to deprotonate the aldehyde or ketone and form the enolate?

Provide the major organic product(s)of the reaction shown below.

Give the major product for the following reaction.

Provide the structure of the alkyl bromide that is needed to prepare 6-methyl-2-heptanone using the acetoacetic ester synthesis.

Give the major product for the following reaction.

An enolate attacks an aldehyde and the resulting product is subsequently protonated. What type of reaction is this?

What is the major product of the following condensation?

What is the major organic product of the following reaction?

Provide the major organic product of the following.

Give the major product for the reaction.

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

Nmr Spectroscopy

Reactions of Carboxylic Acids and Carboxylic Acid Derivatives

Reactions of Aldehydes and Ketones

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

Synthetic Polymers

Pericyclic Reactions

Filters