Question 1

Which of the following is common to both tautomers and resonance forms of a compound?

Accepted Answer

A)  have the same molecular formula 
B)  differ only in the position of electrons 
C)  rapidly interconvertible 
D)  differ in connectivity of atoms 
E)  all of these describe both tautomers and resonance forms 
A)  have the same molecular formula 
B)  differ only in the position of electrons 
C)  rapidly interconvertible 
D)  differ in connectivity of atoms 
E)  all of these describe both tautomers and resonance forms A

Question 2

Instructions: Consider the reaction below to answer the following question(s).  
-Refer to instructions. This reaction is an example of:

Accepted Answer

A)  an intramolecular Claisen condensation 
B)  an intramolecular aldol condensation 
C)  a Robinson annulation 
D)  a Michael reaction 
A)  an intramolecular Claisen condensation 
B)  an intramolecular aldol condensation 
C)  a Robinson annulation 
D)  a Michael reaction B

Question 3

Consider the reaction below to answer the following questions.  
-Refer to Instructions. The enolate ion in the reaction is:

Accepted Answer

C

Question 4

Which of the following does not possess an enol form? Explain your choice.

Accepted Answer

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

Question 5

Instructions: Give the major organic product(s) of each reaction or sequences of reactions for the following question(s). Show all relevant stereochemistry.
-Refer to instructions.
a)Give major product(s):   
b)Why are two equivalents of Na+ OEt -  required?

Accepted Answer

a) @#IMG-DLM& 
b)The second equivalent i

Question 6

Instructions: Refer to the compounds below to answer the following question(s).  
-Refer to instructions. Choose the most acidic compound from Compounds I - IV. Explain your choice.

Accepted Answer

Compound III is the most acidi

Question 7

Write a resonance structure for the anion below.

Accepted Answer

The answer of Write a resonance structure for the anion...

Question 8

Write the complete stepwise mechanism for the reaction of cyclopentanone with bromine in acetic acid to give 2-bromocyclopentanone. Show all intermediate structures and all electron flow with arrows.

Accepted Answer

The answer of Write the complete stepwise mechanism for the...

Question 9

Consider the reaction below to answer the following questions.  
-Refer to Instructions. The strongest base in the reaction is:

Accepted Answer

The answer of Consider the reaction below to answer the...

Question 10

Instructions: Consider the reaction below to answer the following question(s).  
-Refer to instructions. Write the complete stepwise mechanism for the reaction above. Show all intermediate structures and all electron flow with arrows.

Accepted Answer

The answer of Instructions: Consider the reaction below to answer...

Question 11

Predict the major aldol product of the following reaction.

Accepted Answer

The answer of Predict the major aldol product of the...

Question 12

Instructions: Consider the structures below to answer the following question(s).  
-Refer to instructions. Underline the most acidic hydrogen atoms in each of the molecules.

Accepted Answer

The answer of Instructions: Consider the structures below to answer...

Question 13

Consider the reaction below to answer the following questions.  
-Refer to Instructions. On the structures provided above, draw arrows indicating elctron flow in the generation of the intermediate C.

Accepted Answer

The answer of Consider the reaction below to answer the...

Question 14

Instructions: Consider the structures below to answer the following question(s).  
-Refer to instructions. Rank the molecules above in order of increasing acidity (least acidic to most acidic).

Accepted Answer

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

Question 15

How would you prepare 3-phenylpropanoic acid using a malonic ester synthesis?

Accepted Answer

The answer of How would you prepare 3-phenylpropanoic acid using...

Question 16

An enolate ion

Accepted Answer

A)  is a resonance hybrid. 
B)  can be protonated to from the corresponding enol. 
C)  can be protonated to form the keto tautomer. 
D)  forms under basic conditions. 
E)  All of these 
A)  is a resonance hybrid. 
B)  can be protonated to from the corresponding enol. 
C)  can be protonated to form the keto tautomer. 
D)  forms under basic conditions. 
E)  All of these

Question 17

Instructions: Draw the structure of the aldol self-condensation product of each compound for the following question(s). If a compound does not undergo aldol self-condensation, explain why it does not.
-Draw and explain:

Accepted Answer

The answer of Instructions: Draw the structure of the aldol...

Question 18

Instructions: Consider the reaction below to answer the following question(s). 
 
-Refer to instructions. Draw the structure of the enolate ion that is generated during the course of this reaction.

Accepted Answer

The answer of Instructions: Consider the reaction below to answer...

Question 19

Which of the following would form an enolate ion on treatment with a base?

Accepted Answer

A)  A 
B)  B 
C)  C 
D)  D 
E)  All of these except C 
A)  A 
B)  B 
C)  C 
D)  D 
E)  All of these except C

Question 20

Instructions: Consider the reaction below to answer the following question(s).  
-Refer to instructions. The product of this reaction is:

Accepted Answer

A)  a$\beta$, $\gamma$-unsaturated aldehyde 
B)  an$\alpha$, $\beta$-unsaturated ketone 
C)  an $\alpha$ ,$\beta$-unsaturated aldehyde 
D)  an enol 
A)  a$\beta$, $\gamma$-unsaturated aldehyde 
B)  an$\alpha$, $\beta$-unsaturated ketone 
C)  an $\alpha$ ,$\beta$-unsaturated aldehyde 
D)  an enol

Which of the following is common to both tautomers and resonance forms of a compound?

Instructions: Consider the reaction below to answer the following question(s). -Refer to instructions. This reaction is an example of:

Consider the reaction below to answer the following questions. -Refer to Instructions. The enolate ion in the reaction is:

Which of the following does not possess an enol form? Explain your choice.

Instructions: Give the major organic product(s) of each reaction or sequences of reactions for the following question(s). Show all relevant stereochemistry. -Refer to instructions. a)Give major product(s): b)Why are two equivalents of Na⁺ OEt ^- required?

Instructions: Refer to the compounds below to answer the following question(s). -Refer to instructions. Choose the most acidic compound from Compounds I - IV. Explain your choice.

Write a resonance structure for the anion below.

Write the complete stepwise mechanism for the reaction of cyclopentanone with bromine in acetic acid to give 2-bromocyclopentanone. Show all intermediate structures and all electron flow with arrows.

Consider the reaction below to answer the following questions. -Refer to Instructions. The strongest base in the reaction is:

Instructions: Consider the reaction below to answer the following question(s). -Refer to instructions. Write the complete stepwise mechanism for the reaction above. Show all intermediate structures and all electron flow with arrows.

Predict the major aldol product of the following reaction.

Instructions: Consider the structures below to answer the following question(s). -Refer to instructions. Underline the most acidic hydrogen atoms in each of the molecules.

Consider the reaction below to answer the following questions. -Refer to Instructions. On the structures provided above, draw arrows indicating elctron flow in the generation of the intermediate C.

Instructions: Consider the structures below to answer the following question(s). -Refer to instructions. Rank the molecules above in order of increasing acidity (least acidic to most acidic).

How would you prepare 3-phenylpropanoic acid using a malonic ester synthesis?

An enolate ion

Instructions: Draw the structure of the aldol self-condensation product of each compound for the following question(s). If a compound does not undergo aldol self-condensation, explain why it does not. -Draw and explain:

Instructions: Consider the reaction below to answer the following question(s). -Refer to instructions. Draw the structure of the enolate ion that is generated during the course of this reaction.

Which of the following would form an enolate ion on treatment with a base?

Instructions: Consider the reaction below to answer the following question(s). -Refer to instructions. The product of this reaction is:

Structure and Bonding:acids and Bases

Alkanes: the Nature of Organic Compounds

Alkenes and Alkynes: the Nature of Organic Reactions

Reactions of Alkenes and Alkynes

Aromatic Compounds

Sterechemistry at Tetrahedral Centers

Organohalides: Nucleophilic Substitutions and Eliminations

Alcohols, Phenols, Ethers, and Their Sulfur Analogs

Aldehydes and Ketones: Nucleophilic Addition Reactions

Carboxylic Acids and Derivatives: Nucleophilic Acyl Substitution Reactions

Amines

Structure Determination

Biomolecules: Carbohydrates

Biomolecules: Amino Acids, Peptides, and Proteins

Biomolecules: Lipids and Nucleic Acids

The Organic Chemistry of Metabolic Pathways

Filters

Exam 11: Carbonyl Alpha-Substitution Reactions and Condensation Reactions

Which of the following is common to both tautomers and resonance forms of a compound?

Instructions: Consider the reaction below to answer the following question(s). -Refer to instructions. This reaction is an example of:

Consider the reaction below to answer the following questions. -Refer to Instructions. The enolate ion in the reaction is:

Which of the following does not possess an enol form? Explain your choice.

Instructions: Give the major organic product(s) of each reaction or sequences of reactions for the following question(s). Show all relevant stereochemistry. -Refer to instructions. a)Give major product(s): b)Why are two equivalents of Na+ OEt - required?

Instructions: Refer to the compounds below to answer the following question(s). -Refer to instructions. Choose the most acidic compound from Compounds I - IV. Explain your choice.

Write a resonance structure for the anion below.

Write the complete stepwise mechanism for the reaction of cyclopentanone with bromine in acetic acid to give 2-bromocyclopentanone. Show all intermediate structures and all electron flow with arrows.

Consider the reaction below to answer the following questions. -Refer to Instructions. The strongest base in the reaction is:

Instructions: Consider the reaction below to answer the following question(s). -Refer to instructions. Write the complete stepwise mechanism for the reaction above. Show all intermediate structures and all electron flow with arrows.

Predict the major aldol product of the following reaction.

Instructions: Consider the structures below to answer the following question(s). -Refer to instructions. Underline the most acidic hydrogen atoms in each of the molecules.

Consider the reaction below to answer the following questions. -Refer to Instructions. On the structures provided above, draw arrows indicating elctron flow in the generation of the intermediate C.

Instructions: Consider the structures below to answer the following question(s). -Refer to instructions. Rank the molecules above in order of increasing acidity (least acidic to most acidic).

How would you prepare 3-phenylpropanoic acid using a malonic ester synthesis?

An enolate ion

Instructions: Draw the structure of the aldol self-condensation product of each compound for the following question(s). If a compound does not undergo aldol self-condensation, explain why it does not. -Draw and explain:

Instructions: Consider the reaction below to answer the following question(s). -Refer to instructions. Draw the structure of the enolate ion that is generated during the course of this reaction.

Which of the following would form an enolate ion on treatment with a base?

Instructions: Consider the reaction below to answer the following question(s). -Refer to instructions. The product of this reaction is:

Structure and Bonding:acids and Bases

Alkanes: the Nature of Organic Compounds

Alkenes and Alkynes: the Nature of Organic Reactions

Reactions of Alkenes and Alkynes

Aromatic Compounds

Sterechemistry at Tetrahedral Centers

Organohalides: Nucleophilic Substitutions and Eliminations

Alcohols, Phenols, Ethers, and Their Sulfur Analogs

Aldehydes and Ketones: Nucleophilic Addition Reactions

Carboxylic Acids and Derivatives: Nucleophilic Acyl Substitution Reactions

Amines

Structure Determination

Biomolecules: Carbohydrates

Biomolecules: Amino Acids, Peptides, and Proteins

Biomolecules: Lipids and Nucleic Acids

The Organic Chemistry of Metabolic Pathways

Filters

Instructions: Give the major organic product(s) of each reaction or sequences of reactions for the following question(s). Show all relevant stereochemistry. -Refer to instructions. a)Give major product(s): b)Why are two equivalents of Na⁺ OEt ^- required?