Question 1

Provide the reagents necessary to complete the following transformation.

Accepted Answer

1) NaOCH₃, CH₃OH 2) Os

Question 2

Provide the structure of the major organic product of the reaction below.

Accepted Answer

The answer of Provide the structure of the major organic...

Question 3

Provide the reagents necessary to complete the following transformation.

Accepted Answer

A)  1. BH3∙THF 2. H2O2, HO- 
B)  H2O, H2SO4 
C)  OsO4, H2O2 
D)  CH3CO3H 
E)  1. CH3CO3H 2. H+, H2O 
A)  1. BH3∙THF 2. H2O2, HO- 
B)  H2O, H2SO4 
C)  OsO4, H2O2 
D)  CH3CO3H 
E)  1. CH3CO3H 2. H+, H2O

Question 4

Draw the major organic product generated in the reaction below. Pay particular attention to regio- and stereochemical detail.

Accepted Answer

The answer of Draw the major organic product generated in...

Question 5

Provide the structure of the major organic product of the reaction below.

Accepted Answer

The answer of Provide the structure of the major organic...

Question 6

Provide the reagents necessary to complete the following transformation.

Accepted Answer

1) NaOCH₃,

Question 7

Which of the following compounds is (are) appropriate to promote the cationic polymerization of isobutylene?

Accepted Answer

A)  H2SO4 
B)  BF3 
C)  ROOR 
D)  NaOH 
E)  both H2SO4 and BF3 
A)  H2SO4 
B)  BF3 
C)  ROOR 
D)  NaOH 
E)  both H2SO4 and BF3

Question 8

Draw the major organic product generated in the reaction below. Pay particular attention to regio- and stereochemical detail.

Accepted Answer

The answer of Draw the major organic product generated in...

Question 9

Why can methyl acrylate (H2C   
CHCO2CH3) be polymerized through anionic polymerization?

Accepted Answer

The intermediate carbanion and

Question 10

How many moles of BH3 need to be added to completely react with 1 mole of hex-1-ene?

Accepted Answer

A)  1 mole of BH3 
B)  3 mole of BH3 
C)  1/3 mole of BH3 
D)  1/2 mole of BH3 
A)  1 mole of BH3 
B)  3 mole of BH3 
C)  1/3 mole of BH3 
D)  1/2 mole of BH3

Question 11

Draw the major organic product generated in the reaction below. Pay particular attention to regio- and stereochemical detail.

Accepted Answer

The answer of Draw the major organic product generated in...

Question 12

Draw the major organic product generated in the reaction below. Pay particular attention to regio- and stereochemical detail.

Accepted Answer

The answer of Draw the major organic product generated in...

Question 13

Treatment of 2-methylpropene with which of the following reaction conditions results in an anti-Markovnikov addition product?

Accepted Answer

A)  dry gaseous HBr with peroxides present 
B)  BH3-THF, followed by alkaline H2O2 
C)  aqueous Hg(OAc)2, followed by alkaline NaBH4 
D)  dilute H2SO4 and heat 
E)  both A and B 
A)  dry gaseous HBr with peroxides present 
B)  BH3-THF, followed by alkaline H2O2 
C)  aqueous Hg(OAc)2, followed by alkaline NaBH4 
D)  dilute H2SO4 and heat 
E)  both A and B

Question 14

Provide the major organic product of the following reaction.

Accepted Answer

The answer of Provide the major organic product of the...

Question 15

What is the expected product of the following reaction?

Accepted Answer

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

Question 16

HBr can be added to an alkene in the presence of peroxides (ROOR). What function does the peroxide serve in this reaction?

Accepted Answer

A)  nucleophile 
B)  electrophile 
C)  radical chain initiator 
D)  acid catalyst 
E)  solvent 
A)  nucleophile 
B)  electrophile 
C)  radical chain initiator 
D)  acid catalyst 
E)  solvent

Question 17

A reaction of an unknown alkene with MCPBA in dichloromethane followed by work-up with H2O/H+ yielded, as the major product, a racemic mixture of (2S,3S) and (2R,3R)-3-methylpentan-2,3-diol. What is the specific structure of the alkene used in the reaction?

Accepted Answer

A)  (Z)-3-methylpent-2-ene 
B)  (
E) -3-methylpent- 2-ene 
C)  2-methylpent-2-ene 
D)  2,3-dimethylbut-2-ene 
E)  none of the above 
A)  (Z)-3-methylpent-2-ene 
B)  (
E) -3-methylpent- 2-ene 
C)  2-methylpent-2-ene 
D)  2,3-dimethylbut-2-ene 
E)  none of the above

Question 18

Draw the major organic product generated in the reaction below. Pay particular attention to regio- and stereochemical detail.

Accepted Answer

The answer of Draw the major organic product generated in...

Question 19

Name the major product which results when HBr is added to 3-ethyl-3-hexene.

Accepted Answer

3-bromo-3-

Question 20

Provide the major organic product of the following reaction.

Accepted Answer

The answer of Provide the major organic product of the...

Exam 8: Reactions of Alkenes

Provide the reagents necessary to complete the following transformation.

Provide the structure of the major organic product of the reaction below.

Provide the reagents necessary to complete the following transformation.

Draw the major organic product generated in the reaction below. Pay particular attention to regio- and stereochemical detail.

Provide the structure of the major organic product of the reaction below.

Provide the reagents necessary to complete the following transformation.

Which of the following compounds is (are) appropriate to promote the cationic polymerization of isobutylene?

Draw the major organic product generated in the reaction below. Pay particular attention to regio- and stereochemical detail.

Why can methyl acrylate (H2C CHCO2CH3) be polymerized through anionic polymerization?

How many moles of BH3 need to be added to completely react with 1 mole of hex-1-ene?

Draw the major organic product generated in the reaction below. Pay particular attention to regio- and stereochemical detail.

Draw the major organic product generated in the reaction below. Pay particular attention to regio- and stereochemical detail.

Treatment of 2-methylpropene with which of the following reaction conditions results in an anti-Markovnikov addition product?

Provide the major organic product of the following reaction.

What is the expected product of the following reaction?

HBr can be added to an alkene in the presence of peroxides (ROOR). What function does the peroxide serve in this reaction?

A reaction of an unknown alkene with MCPBA in dichloromethane followed by work-up with H2O/H+ yielded, as the major product, a racemic mixture of (2S,3S) and (2R,3R)-3-methylpentan-2,3-diol. What is the specific structure of the alkene used in the reaction?

Draw the major organic product generated in the reaction below. Pay particular attention to regio- and stereochemical detail.

Name the major product which results when HBr is added to 3-ethyl-3-hexene.

Provide the major organic product of the following reaction.

Structure and Bonding

Acids and Bases; Functional Groups

Structure and Stereochemistry of Alkanes

The Study of Chemical Reactions

Stereochemistry

Alkyl Halides; Nucleophilic Substitution

Structure and Synthesis of Alkenes; Elimination

Structure and Synthesis of Alcohols

Reactions of Alcohols

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Ethers, Epoxides, and Thioethers

Conjugated Systems, Orbital Symmetry, and Ultraviolet Spectroscopy

Aromatic Compounds

Reactions of Aromatic Compounds

Ketones and Aldehydes

Amines

Carboxylic Acids

Carboxylic Acid Derivatives

Condensations and Alpha Substitutions of Carboxyl Compounds

Carbohydrates and Nucleic Acids

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

Why can methyl acrylate (H₂C CHCO₂CH₃) be polymerized through anionic polymerization?

How many moles of BH₃ need to be added to completely react with 1 mole of hex-1-ene?

A reaction of an unknown alkene with MCPBA in dichloromethane followed by work-up with H₂O/H+ yielded, as the major product, a racemic mixture of (2S,3S) and (2R,3R)-3-methylpentan-2,3-diol. What is the specific structure of the alkene used in the reaction?