Question 1

Provide the structure of the enolate when acetophenone is treated with a strong base.

Accepted Answer

The answer of Provide the structure of the enolate when...

Question 2

Predict the product for 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 3

Identify a reactive starting material in the Claisen condensation.

Accepted Answer

A)  3-pentanone 
B)  butanal 
C)  ethyl butanoate 
D)  1-propanol 
E)  propanoic anhydride 
A)  3-pentanone 
B)  butanal 
C)  ethyl butanoate 
D)  1-propanol 
E)  propanoic anhydride

Question 4

Which of the following aldehydes and ketones will give a positive haloform test?

Accepted Answer

A)  3-heptanone 
B)  4-decanone 
C)  acetone 
D)  3-pentanone 
E)  3-hexanone 
A)  3-heptanone 
B)  4-decanone 
C)  acetone 
D)  3-pentanone 
E)  3-hexanone

Question 5

Predict the product for the following reaction.

Accepted Answer

The answer of Predict the product for the following reaction....

Question 6

Predict the product for 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 7

Predict the product(s) for 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 8

Which one of the following compounds would undergo racemization at the $\alpha$-stereocenter in the presence of a base?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these

Question 9

Explain why the following equilibrium favors the enol tautomer.

Accepted Answer

The enol tautomer is stabilize

Question 10

Provide the reagents necessary to prepare the following compound starting with ethyl acetoacetate.

Accepted Answer

1. NaOCH₂CH

Question 11

Explain if the following reaction will yield the product shown.

Accepted Answer

The reaction will not yield the product

Question 12

Provide the reagents necessary to carry out the following conversion.

Accepted Answer

1. LDA
2.

Question 13

Predict the product for the following reaction.

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  no reaction 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  no reaction

Question 14

Predict the major product for the following reaction and provide a curved arrow mechanism for the formation of the product.

Accepted Answer

@#IMG-DLM&_TB4454_00

Question 15

Which of the following amines will form an enamine with aldehydes and ketones?

Accepted Answer

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

Question 16

Predict the product for 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 17

Provide a stepwise synthesis for the following compound starting with cycloheptene and using the Dieckmann cyclization.

Accepted Answer

@#IMG-DLM&_TB4454_00

Question 18

Which one of the following is the most reactive Michael acceptor?

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 structures of the intermediates and the final product in the following reaction sequence.

Accepted Answer

@#IMG-DLM&_TB4454_00

Question 20

Predict the product(s) for the following reaction.

Accepted Answer

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

Exam 21: Alpha Carbon Chemistry: Enols and Enolates

Provide the structure of the enolate when acetophenone is treated with a strong base.

Predict the product for the following reaction.

Identify a reactive starting material in the Claisen condensation.

Which of the following aldehydes and ketones will give a positive haloform test?

Predict the product for the following reaction.

Predict the product for the following reaction.

Predict the product(s) for the following reaction.

Which one of the following compounds would undergo racemization at the α\alphaα -stereocenter in the presence of a base?

Explain why the following equilibrium favors the enol tautomer.

Provide the reagents necessary to prepare the following compound starting with ethyl acetoacetate.

Explain if the following reaction will yield the product shown.

Provide the reagents necessary to carry out the following conversion.

Predict the product for the following reaction.

Predict the major product for the following reaction and provide a curved arrow mechanism for the formation of the product.

Which of the following amines will form an enamine with aldehydes and ketones?

Predict the product for the following reaction.

Provide a stepwise synthesis for the following compound starting with cycloheptene and using the Dieckmann cyclization.

Which one of the following is the most reactive Michael acceptor?

Provide the structures of the intermediates and the final product in the following reaction sequence.

Predict the product(s) for the following reaction.

A Review of General Chemistry: Electrons, Bonds, and Molecular Properties

Molecular Representations

Acids and Bases

Alkanes and Cycloalkanes

Stereoisomerism

Chemical Reactivity and Mechanisms

Alkyl Halides: Nucleophilic Substitution and Elimination Reactions

Addition Reactions of Alkenes

Alkynes

Radical Reactions

Synthesis

Alcohols and Phenols

Ethers and Epoxides; Thiols and Sulfides

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Conjugated Pi Systems and Pericyclic Reactions

Aromatic Compounds

Aromatic Substitution Reactions

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Amines

Introduction to Organometallic Compounds

Carbohydrates

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

Which one of the following compounds would undergo racemization at the $\alpha$ -stereocenter in the presence of a base? $Which one of the following compounds would undergo racemization at the \alpha -stereocenter in the presence of a base?$