Question 1

What is the final product of this synthetic sequence?

Accepted Answer

A)    
B) p-BrC6H4CH2C6H5 
C) C6H5CH2COOH 
D)    
E) C6H5CH2C6H5 
A)    
B) p-BrC6H4CH2C6H5 
C) C6H5CH2COOH 
D)    
E) C6H5CH2C6H5

Question 2

The migratory aptitude for groups attached to a ketone or aldehyde carbonyl during the Baeyer-Villiger oxidation is:

Accepted Answer

A) H > Ph- > 3° alkyl > 2° alkyl > 1° alkyl > methyl 
B) Ph- > H > 3° alkyl >2° alkyl >1° alkyl > methyl 
C) 3° alkyl > 2° alkyl > 1° alkyl > methyl > H > Ph- 
D) 3° alkyl > 2° alkyl > 1° alkyl > methyl > Ph- >H 
E) H > 3° alkyl > 2° alkyl > 1° alkyl > methyl >Ph- 
A) H > Ph- > 3° alkyl > 2° alkyl > 1° alkyl > methyl 
B) Ph- > H > 3° alkyl >2° alkyl >1° alkyl > methyl 
C) 3° alkyl > 2° alkyl > 1° alkyl > methyl > H > Ph- 
D) 3° alkyl > 2° alkyl > 1° alkyl > methyl > Ph- >H 
E) H > 3° alkyl > 2° alkyl > 1° alkyl > methyl >Ph-

Question 3

Which synthesis or syntheses would yield propanal?

Accepted Answer

A)    
B)    
C)    
D) All of these choices. 
E) None of these choices. 
A)    
B)    
C)    
D) All of these choices. 
E) None of these choices.

Question 4

Draw a complete mechanism,using arrow convention to indicate electron movement,for the following transformation:

Accepted Answer

The answer of Draw a complete mechanism,using arrow convention to...

Question 5

What would be the product of the following reaction sequence?

Accepted Answer

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

Question 6

Select the structure of the major product in 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

What is the major product of the following reaction sequence?

Accepted Answer

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

Question 8

A compound containing a C=N double bond is known as a(n)___.

Accepted Answer

The answer of A compound containing a C=N double bond...

Question 9

Which sequence of reactions would be utilized to convert

Accepted Answer

A) 2 CH3MgBr,then NH4+ 
B) HOCH2CH2OH,H3O+; LiAlH4,ether; 2 CH3MgBr,then NH4+ 
C) HOCH2CH2OH,H3O+; 2 CH3MgBr,then NH4+ 
D) HOCH2CH2OH,H3O+; H2,Pt; CH3OH,NH4+ 
E) None of these choices. 
A) 2 CH3MgBr,then NH4+ 
B) HOCH2CH2OH,H3O+; LiAlH4,ether; 2 CH3MgBr,then NH4+ 
C) HOCH2CH2OH,H3O+; 2 CH3MgBr,then NH4+ 
D) HOCH2CH2OH,H3O+; H2,Pt; CH3OH,NH4+ 
E) None of these choices.

Question 10

Suggest a synthetic strategy for the synthesis of 3-heptanone from 1-bromobutane.

Accepted Answer

The answer of Suggest a synthetic strategy for the synthesis...

Question 11

The product,J,of the following sequence of reactions would be:

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) None of these choices. 
A) I 
B) II 
C) III 
D) IV 
E) None of these choices.

Question 12

Complete the following reaction sequence,giving structural details of all significant intermediates and the final product.

Accepted Answer

The answer of Complete the following reaction sequence,giving structural details...

Question 13

Complete the following reaction sequence,giving structural details of all significant intermediates X,Y,and final product Z.

Accepted Answer

The answer of Complete the following reaction sequence,giving structural details...

Question 14

What,in general,is the order of decreasing reactivity of these carbonyl compounds towards nucleophilic reagents?

Accepted Answer

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

Question 15

What is the correct structure for 5,5-dimethyl-2-heptanone?

Accepted Answer

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

Question 16

Which reaction sequence would be used to prepare

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) All of these choices would yield the product. 
A) I 
B) II 
C) III 
D) IV 
E) All of these choices would yield the product.

Question 17

cis-Stilbene (cis-1,2-diphenylethene)can be prepared in high yield from its trans diastereomer.Propose a reasonable synthesis.

Accepted Answer

The answer of cis-Stilbene (cis-1,2-diphenylethene)can be prepared in high yield...

Question 18

The 1H NMR spectrum of a compound with formula C7H14O gives a doublet at 9.2 ppm.Which of these structures is a possible one for this compound?

Accepted Answer

A) 2-Methyl-3-hexanone 
B) 2-Methylhexanal 
C) 2,2-Dimethylpentanal 
D) 2,2-Dimethyl-3-pentanone 
E) Two of these choices. 
A) 2-Methyl-3-hexanone 
B) 2-Methylhexanal 
C) 2,2-Dimethylpentanal 
D) 2,2-Dimethyl-3-pentanone 
E) Two of these choices.

Question 19

What would be the product of the following reaction sequence?

Accepted Answer

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

Question 20

What is the correct structure for 2,5-dimethylhexanal?

Accepted Answer

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

Exam 16: Aldehydes and Ketones

What is the final product of this synthetic sequence?

The migratory aptitude for groups attached to a ketone or aldehyde carbonyl during the Baeyer-Villiger oxidation is:

Which synthesis or syntheses would yield propanal?

Draw a complete mechanism,using arrow convention to indicate electron movement,for the following transformation:

What would be the product of the following reaction sequence?

Select the structure of the major product in the following reaction.

What is the major product of the following reaction sequence?

A compound containing a C=N double bond is known as a(n)___.

Which sequence of reactions would be utilized to convert

Suggest a synthetic strategy for the synthesis of 3-heptanone from 1-bromobutane.

The product,J,of the following sequence of reactions would be:

Complete the following reaction sequence,giving structural details of all significant intermediates and the final product.

Complete the following reaction sequence,giving structural details of all significant intermediates X,Y,and final product Z.

What,in general,is the order of decreasing reactivity of these carbonyl compounds towards nucleophilic reagents?

What is the correct structure for 5,5-dimethyl-2-heptanone?

Which reaction sequence would be used to prepare

cis-Stilbene (cis-1,2-diphenylethene)can be prepared in high yield from its trans diastereomer.Propose a reasonable synthesis.

The 1H NMR spectrum of a compound with formula C7H14O gives a doublet at 9.2 ppm.Which of these structures is a possible one for this compound?

What would be the product of the following reaction sequence?

What is the correct structure for 2,5-dimethylhexanal?

The Basics

Families of Carbon

Acids and Bases

Nomenclature and Conformations of Alkanes and Cycloalkanes

Stereochemistry

Nucleophilic Reactions

Alkenes and Alkynes I

Alkenes and Alkynes II

Nuclear Magnetic Resonance and Mass Spectrometry

Radical Reactions

Alcohols and Ethers

Alcohols From Carbonyl Compounds

Conjugated Unsaturated Systems

Aromatic Compounds

Reactions of Aromatic Compounds

Carboxylic Acids and Their Derivatives

Reactions at the Α Carbon of Carbonyl Compounds

Condensation and Conjugate Addition Reactions of Carbonyl Compounds

Amines

Transition Metal Complexes

Carbohydrates

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Nucleic Acids and Protein Synthesis

Filters

The ¹H NMR spectrum of a compound with formula C₇H₁₄O gives a doublet at 9.2 ppm.Which of these structures is a possible one for this compound?