Question 1

What is the major organic product of the following addition?

Accepted Answer

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

Question 2

What is the major organic product of the following aldol addition?

Accepted Answer

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

Question 3

Which of the following routes works best for the preparation of 3-ethylcyclohexanone from cyclohexanone?

Accepted Answer

A) 1) LDA 2. Br2 3. CH3CH2MgBr 
B) 1) Br2, H3O+ 2. KOC(CH3)3 3. (CH3CH2)2CuLi 4. H3O+ 
C) 1) Br2, H3O+ 2. CH3CH2OH, Δ 
D) 1) NBS 2. Mg, ether 3. CH3CHO 
E) 1) Br2, hυ 2. NaOH 3. NaOCH2CH3 4. H3O+ 
A) 1) LDA 2. Br2 3. CH3CH2MgBr 
B) 1) Br2, H3O+ 2. KOC(CH3)3 3. (CH3CH2)2CuLi 4. H3O+ 
C) 1) Br2, H3O+ 2. CH3CH2OH, Δ 
D) 1) NBS 2. Mg, ether 3. CH3CHO 
E) 1) Br2, hυ 2. NaOH 3. NaOCH2CH3 4. H3O+

Question 4

What materials would you use to prepare the following compound using a Robinson Annulation?

Accepted Answer

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

Question 5

Give the major product for the following reaction.

Accepted Answer

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

Question 6

Give the major product for the following reaction.

Accepted Answer

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

Question 7

Provide the major organic product of the following.

Accepted Answer

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

Question 8

Provide the structure of the Claisen product in the self-condensation of methyl phenylacetate.

Accepted Answer

The answer of Provide the structure of the Claisen product...

Question 9

Provide a synthesis of the compound shown below from 2-cyclopenten-1-one and acetoacetic ester.

Accepted Answer

From acetoacetic est

Question 10

What alkyl bromide should be used in the acetoacetic ester synthesis of the following methyl ketone?

Accepted Answer

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

Question 11

What two molecules were condensed in an aldol reaction to produce

Accepted Answer

The answer of What two molecules were condensed in an...

Question 12

Which of the labeled hydrogen atoms in the following structure is the most acidic?

Accepted Answer

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

Question 13

Show how the compound below could be prepared by a synthetic route that uses a Claisen condensation.

Accepted Answer

The answer of Show how the compound below could be...

Exam 18: Reactions at the Alpha Carbon of Carbonyl Compounds

What is the major organic product of the following addition?

What is the major organic product of the following aldol addition?

Which of the following routes works best for the preparation of 3-ethylcyclohexanone from cyclohexanone?

What materials would you use to prepare the following compound using a Robinson Annulation?

Give the major product for the following reaction.

Give the major product for the following reaction.

Provide the major organic product of the following.

Provide the structure of the Claisen product in the self-condensation of methyl phenylacetate.

Provide a synthesis of the compound shown below from 2-cyclopenten-1-one and acetoacetic ester.

What alkyl bromide should be used in the acetoacetic ester synthesis of the following methyl ketone?

What two molecules were condensed in an aldol reaction to produce

Which of the labeled hydrogen atoms in the following structure is the most acidic?

Show how the compound below could be prepared by a synthetic route that uses a Claisen condensation.

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