Question 1

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 2

Your task is to convert o-xylene into o-diaminobenzene.Which sequence of reagents constitutes the best method?

Accepted Answer

A)  NaNH2 and heat 
B)  NBS/CCl4;then NH3;then Br2/OH- 
C)  KMnO4,OH-,heat;then H3O+;then PCl5;then NH3,then Br2/OH- 
D)  KMnO4,OH-,heat;then H3O+;then SOCl2;then NH3;then LiAlH4;then Br2/OH- 
E)  KMnO4,OH-,heat;then H3O+;then NH3 with H2/Ni 
A)  NaNH2 and heat 
B)  NBS/CCl4;then NH3;then Br2/OH- 
C)  KMnO4,OH-,heat;then H3O+;then PCl5;then NH3,then Br2/OH- 
D)  KMnO4,OH-,heat;then H3O+;then SOCl2;then NH3;then LiAlH4;then Br2/OH- 
E)  KMnO4,OH-,heat;then H3O+;then NH3 with H2/Ni

Question 3

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 4

What compound is likely to be obtained via 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 5

Which is a correct IUPAC name for the following substance?

Accepted Answer

A)  N-Cyclopentyl-N-methylcylopentanamine 
B)  N-Cyclohexyl-N-methylcylopentanamine 
C)  N-Cyclopentyl-N-methylcylohexanamine 
D)  Dicyclopentylmethylamine 
E)  N-Pentyl-N-methylpentanamine 
A)  N-Cyclopentyl-N-methylcylopentanamine 
B)  N-Cyclohexyl-N-methylcylopentanamine 
C)  N-Cyclopentyl-N-methylcylohexanamine 
D)  Dicyclopentylmethylamine 
E)  N-Pentyl-N-methylpentanamine

Question 6

Consider the synthesis below.What is reagent C?

Accepted Answer

A)  excess Br2,H2O 
B)  Fe,HCl;then OH- 
C)  NH2Cl,AlCl3 
D)  CuBr 
E)  HNO3,H2SO4,Fe 
A)  excess Br2,H2O 
B)  Fe,HCl;then OH- 
C)  NH2Cl,AlCl3 
D)  CuBr 
E)  HNO3,H2SO4,Fe

Question 7

How could one carry out this synthesis?

Accepted Answer

A)  SOCl2;then NH3;then H3PO2 
B)  CH3Li,ether;then NH3,H2,Ni 
C)  SOCl2;then NaN3;then heat 
D)  PCl5;then NH3;then HCl,NaNO2,0-5°C 
E)  PCl5;then CH3NH2;then KMnO4,OH-,heat 
A)  SOCl2;then NH3;then H3PO2 
B)  CH3Li,ether;then NH3,H2,Ni 
C)  SOCl2;then NaN3;then heat 
D)  PCl5;then NH3;then HCl,NaNO2,0-5°C 
E)  PCl5;then CH3NH2;then KMnO4,OH-,heat

Question 8

What is the chief product of the Hofmann elimination reaction applied to the compound shown?

Accepted Answer

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

Question 9

What is the basis for the successful resolution of racemic C6H5CHOHCO2H through use of the chiral amine,C6H5CH(NH2)CH3?

Accepted Answer

A)  One enantiomer is more soluble than the other. 
B)  The racemic mixture is converted into a single isomer in the basic solvent. 
C)  The diastereomeric salts formed have different solubilities. 
D)  The diastereomeric salts have different boiling points. 
E)  The diastereomeric salts have different melting points. 
A)  One enantiomer is more soluble than the other. 
B)  The racemic mixture is converted into a single isomer in the basic solvent. 
C)  The diastereomeric salts formed have different solubilities. 
D)  The diastereomeric salts have different boiling points. 
E)  The diastereomeric salts have different melting points.

Question 10

In the following sequence fill in the needed reagents.

Accepted Answer

The answer of In the following sequence fill in the...

Question 11

What final product is likely when acetophenone is subjected to the following reaction sequence? Give structural details of all significant intermediates.
i)Br2,FeBr3;ii)CH3CH2CH2NH2;ii. )NaBH3CN

Accepted Answer

Question 12

What final product is likely when cyclohexene is subjected to the following reaction sequence? Give structural details of all significant intermediates.
i)H3O+,H2O;ii)PCC;iii)pyrrolidine;iv)NaBH3CN

Accepted Answer

Question 13

There are two very versatile synthetic methods that can be used to synthesize primary,secondary,and tertiary amines.These methods are: __________________.

Accepted Answer

reductive amination

Question 14

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 15

What would be the 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 16

Which of these is the weakest acid?

Accepted Answer

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

Question 17

Consider the synthesis below.What is reagent "Y"?

Accepted Answer

A)  Br2/FeBr3 
B)  CuBr 
C)  CuBr2 
D)  H3PO2/H2O 
E)  H3PO4 
A)  Br2/FeBr3 
B)  CuBr 
C)  CuBr2 
D)  H3PO2/H2O 
E)  H3PO4

Question 18

What final product is likely when cyclohexene is subjected to the following reaction sequence? Give structural details of all significant intermediates.
i)H3O+,H2O;ii)PCC;iii)piperidine;iv)NaBH3CN

Accepted Answer

Question 19

What type of amine is pyrrolidine?

Accepted Answer

A)  Primary 
B)  Secondary 
C)  Tertiary 
D)  Quaternary 
E)  None of these 
A)  Primary 
B)  Secondary 
C)  Tertiary 
D)  Quaternary 
E)  None of these

Question 20

Which is the major product of the following reaction?   2

Accepted Answer

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

Exam 20: Amines

What would be the product of the following reaction sequence?

Your task is to convert o-xylene into o-diaminobenzene.Which sequence of reagents constitutes the best method?

What would be the product of the following reaction sequence?

What compound is likely to be obtained via the following reaction sequence?

Which is a correct IUPAC name for the following substance?

Consider the synthesis below.What is reagent C?

How could one carry out this synthesis?

What is the chief product of the Hofmann elimination reaction applied to the compound shown?

What is the basis for the successful resolution of racemic C6H5CHOHCO2H through use of the chiral amine,C6H5CH(NH2)CH3?

In the following sequence fill in the needed reagents.

What final product is likely when acetophenone is subjected to the following reaction sequence? Give structural details of all significant intermediates. i)Br2,FeBr3;ii)CH3CH2CH2NH2;ii. )NaBH3CN

What final product is likely when cyclohexene is subjected to the following reaction sequence? Give structural details of all significant intermediates. i)H3O+,H2O;ii)PCC;iii)pyrrolidine;iv)NaBH3CN

There are two very versatile synthetic methods that can be used to synthesize primary,secondary,and tertiary amines.These methods are: __________________.

What would be the product of the following reaction sequence?

What would be the product of the following reaction?

Which of these is the weakest acid?

Consider the synthesis below.What is reagent "Y"?

What final product is likely when cyclohexene is subjected to the following reaction sequence? Give structural details of all significant intermediates. i)H3O+,H2O;ii)PCC;iii)piperidine;iv)NaBH3CN

What type of amine is pyrrolidine?

Which is the major product of the following reaction? 2

Carbon Compounds and Chemical Bonds

Representative Carbon Compounds: Functional Groups, Intermolecular Forces, and Infrared Ir Spectroscopy

An Introduction to Organic Reactions: Acids and Bases

Alkanes: Nomenclature, Conformational Analysis, and an Introduction to Synthesis

Stereochemistry: Chiral Molecules

Ionic Reactions - Nucleophilic Substitution and Elimination Reactions of Alkyl Halides

Alkenes and Alkynes I: Properties and Synthesis, Elimination Reactions of Alkyl Halides

Alkenes and Alkynes Ii: Addition Reactions

Nuclear Magnetic Resonance and Mass Spectrometry: Tools for Structure Determination

Radical Reactions

Alcohols and Ethers

Alcohols From Carbonyl Compounds Oxidation-Reduction and Organometallic Compounds

Conjugated Unsaturated Systems

Aromatic Compounds

Reactions of Aromatic Compounds

Aldehydes and Ketones I Nucleophilic Addition to the Carbonyl Group

Aldehydes and Ketones Ii Aldol Reactions

Carboxylic Acids and Their Derivatives Nucleophilic Addition - Elimination at the Acyl Carbon

Synthesis and Reactions of Beta-Dicarbonyl Compounds: More Chemistry of Enolate Ions

Phenols and Aryl Halides: Nucleophilic Aromatic Substitution

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

Filters

What is the basis for the successful resolution of racemic C₆H₅CHOHCO₂H through use of the chiral amine,C₆H₅CH(NH₂)CH₃?

What final product is likely when acetophenone is subjected to the following reaction sequence? Give structural details of all significant intermediates. i)Br₂,FeBr₃;ii)CH₃CH₂CH₂NH₂;ii. )NaBH₃CN

What final product is likely when cyclohexene is subjected to the following reaction sequence? Give structural details of all significant intermediates. i)H₃O⁺,H₂O;ii)PCC;iii)pyrrolidine;iv)NaBH₃CN

What final product is likely when cyclohexene is subjected to the following reaction sequence? Give structural details of all significant intermediates. i)H₃O⁺,H₂O;ii)PCC;iii)piperidine;iv)NaBH₃CN