Question 1

What is the major organic product obtained from the following reaction?

Accepted Answer

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

Question 2

What type of orbitals overlap to provide stability to the tert-butyl carbocation by hyperconjugation?

Accepted Answer

A)  3$\degree$ C 2p atomic orbital + 3$\degree$C sp2 atomic orbital 
B)  3$\degree$ C 2p atomic orbital + methyl C-H s molecular orbital 
C)  3$\degree$ C sp2 atomic orbital + methyl C-H s molecular orbital 
D)  3$\degree$ C 2p atomic orbital + methyl C 2s atomic orbital 
A)  3$\degree$ C 2p atomic orbital + 3$\degree$C sp2 atomic orbital 
B)  3$\degree$ C 2p atomic orbital + methyl C-H s molecular orbital 
C)  3$\degree$ C sp2 atomic orbital + methyl C-H s molecular orbital 
D)  3$\degree$ C 2p atomic orbital + methyl C 2s atomic orbital

Question 3

What is the major organic product obtained from the following reaction?

Accepted Answer

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

Question 4

What is the major organic product obtained from the following reaction?

Accepted Answer

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

Question 5

What is the best choice of reagent(s) to perform the following transformation?

Accepted Answer

A)  H2O, H2SO4 
B)  Hg(OAc)2 and H2O ; followed by NaBH4 
C)  B2H6; followed by H2O2, NaOH 
D)  OsO4; followed by NaHSO3 
A)  H2O, H2SO4 
B)  Hg(OAc)2 and H2O ; followed by NaBH4 
C)  B2H6; followed by H2O2, NaOH 
D)  OsO4; followed by NaHSO3

Question 6

What is the best choice of reagent(s) to perform the following transformation?

Accepted Answer

The answer of What is the best choice of reagent(s)...

Question 7

What is the major organic product obtained from the following reaction?

Accepted Answer

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

Question 8

What is the major organic product obtained from the following reaction?

Accepted Answer

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

Question 9

Provide the structure of the key intermediate in the following reaction?

Accepted Answer

The answer of Provide the structure of the key intermediate...

Question 10

What is the major organic product obtained from the following reaction?

Accepted Answer

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

Question 11

What is the major organic product obtained from the following reaction?

Accepted Answer

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

Question 12

What is the major organic product obtained from the following reaction?

Accepted Answer

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

Question 13

What is the correct order of exothermicity for hydrogenation of the following butenes upon treatment with H2/Pd (more exothermic > less exothermic)?

Accepted Answer

A)  1 > 2 > 3 
B)  1 > 3 > 2 
C)  3 > 2 > 1 
D)  2 > 3 > 1 
A)  1 > 2 > 3 
B)  1 > 3 > 2 
C)  3 > 2 > 1 
D)  2 > 3 > 1

Question 14

What is the major organic product obtained from the following reaction?

Accepted Answer

The answer of What is the major organic product obtained...

Question 15

What type of carbocation is shown?

Accepted Answer

A)  primary 
B)  secondary 
C)  tertiary 
D)  quaternary 
A)  primary 
B)  secondary 
C)  tertiary 
D)  quaternary

Question 16

What is the best choice of reagent(s) to perform the following transformation?

Accepted Answer

A)  O3; followed by (CH3)2S 
B)  Hg(OAc)2 and H2O; followed by NaBH4 
C)  BH3; followed by H2O2, NaOH 
D)  OsO4; followed by NaHSO3 
A)  O3; followed by (CH3)2S 
B)  Hg(OAc)2 and H2O; followed by NaBH4 
C)  BH3; followed by H2O2, NaOH 
D)  OsO4; followed by NaHSO3

Question 17

What type of reaction mechanism accounts for the reaction of an alkene with aqueous acid to give an alcohol?

Accepted Answer

A)  nucleophilic addition 
B)  electrophilic addition 
C)  radical addition 
D)  elimination 
A)  nucleophilic addition 
B)  electrophilic addition 
C)  radical addition 
D)  elimination

Question 18

What is the major organic product obtained from the following reaction?

Accepted Answer

The answer of What is the major organic product obtained...

Question 19

What type of reactive intermediate is formed in the reaction of an alkene with HBr to give a bromoalkane?

Accepted Answer

A)  carbocation 
B)  carbanion 
C)  radical 
D)  cyclic bromonium ion 
A)  carbocation 
B)  carbanion 
C)  radical 
D)  cyclic bromonium ion

Question 20

What is (are) the major organic product(s) obtained from the following reaction?

Accepted Answer

A)  only 1 
B)  only 2 
C)  only 3 
D)  only 1 and 2 
A)  only 1 
B)  only 2 
C)  only 3 
D)  only 1 and 2

Exam 6: Reactions of Alkenes

What is the major organic product obtained from the following reaction?

What type of orbitals overlap to provide stability to the tert-butyl carbocation by hyperconjugation?

What is the major organic product obtained from the following reaction?

What is the major organic product obtained from the following reaction?

What is the best choice of reagent(s) to perform the following transformation?

What is the best choice of reagent(s) to perform the following transformation?

What is the major organic product obtained from the following reaction?

What is the major organic product obtained from the following reaction?

Provide the structure of the key intermediate in the following reaction?

What is the major organic product obtained from the following reaction?

What is the major organic product obtained from the following reaction?

What is the major organic product obtained from the following reaction?

What is the correct order of exothermicity for hydrogenation of the following butenes upon treatment with H2/Pd (more exothermic > less exothermic)?

What is the major organic product obtained from the following reaction?

What type of carbocation is shown?

What is the best choice of reagent(s) to perform the following transformation?

What type of reaction mechanism accounts for the reaction of an alkene with aqueous acid to give an alcohol?

What is the major organic product obtained from the following reaction?

What type of reactive intermediate is formed in the reaction of an alkene with HBr to give a bromoalkane?

What is (are) the major organic product(s) obtained from the following reaction?

Covalent Bonding and Shapes of Molecules

Alkanes and Cycloalkanes

Stereoisomerism and Chirality

Acids and Bases

Alkenes: Bonding, Nomenclature, and Properties

Alkynes

Haloalkanes, Halogenation, and Radical Reactions

Nucleophilic Substitution and Beta-Elimination

Alcohols

Ethers, Epoxides, and Sulfides

Infrared Spectroscopy

Nuclear Magnetic Resonance Spectroscopy

Mass Spectrometry

An Introduction to Organometallic Compounds

Aldehydes and Ketones

Carboxylic Acids

Functional Derivatives of Carboxylic Acids

Enolate Anions and Enamines

Dienes, Conjugated Systems, and Pericyclic Reactions

Benzene and the Concept of Aromaticity

Reactions of Benzene and Its Derivatives

Filters

What is the correct order of exothermicity for hydrogenation of the following butenes upon treatment with H₂/Pd (more exothermic > less exothermic)?