Question 1

Supply the missing reagents A and B.

Accepted Answer

The answer of Supply the missing reagents A and B....

Question 2

Which method would provide the best synthesis of ethyl isopropyl ether?

Accepted Answer

A) (CH3)2CHONa + CH3CH2Br $\to$ 
B) CH3CH2ONa + (CH3)2CHBr $\to$ 
C)    
D)    
E) CH3CH2ONa + (CH3)2CHOH $\to$ 
A) (CH3)2CHONa + CH3CH2Br $\to$ 
B) CH3CH2ONa + (CH3)2CHBr $\to$ 
C)    
D)    
E) CH3CH2ONa + (CH3)2CHOH $\to$

Question 3

Heating 2-ethoxyhexane with excess concentrated HBr would produce:

Accepted Answer

A) CH3CH2OCH2CH2CH2CH2CH2CH2Br 
B) BrCH2CH2OCH2CH2CH2CH2CH2CH3 
C) CH3CH2OH and CH3CH2CH2CH2CHBrCH3 
D) CH3CH2Br and CH3CH2CH(OH)CH2CH2CH3 
E) CH3CH2Br and CH3CH2CH2CH2CHBrCH3 
A) CH3CH2OCH2CH2CH2CH2CH2CH2Br 
B) BrCH2CH2OCH2CH2CH2CH2CH2CH3 
C) CH3CH2OH and CH3CH2CH2CH2CHBrCH3 
D) CH3CH2Br and CH3CH2CH(OH)CH2CH2CH3 
E) CH3CH2Br and CH3CH2CH2CH2CHBrCH3

Question 4

Predict the product of the following reaction:

Accepted Answer

The answer of Predict the product of the following reaction:...

Question 5

is properly named:

Accepted Answer

A) 1,2-Cyclohexanediol 
B) 1,6-Cyclohexanediol 
C) (1R,2R)-1,2-Cyclohexanediol 
D) (1R,2S)-1,2-Cyclohexanediol 
E) (1S,2S)-1,2-Cyclohexanediol 
A) 1,2-Cyclohexanediol 
B) 1,6-Cyclohexanediol 
C) (1R,2R)-1,2-Cyclohexanediol 
D) (1R,2S)-1,2-Cyclohexanediol 
E) (1S,2S)-1,2-Cyclohexanediol

Question 6

Anti-Markovnikov hydration of the carbon-carbon double bond occurs when an alkene reacts with:

Accepted Answer

A) BH3:THF; then H2O2/OH- 
B) BH3:THF; then CH3COOH 
C) Hg(OAc)2,THF,H2O; then NaBH4,OH- 
D) Hg(OAc)2,THF,CH3OH; then NaBH4,OH- 
E) Hg(OAc)2,THF,H2O; then BH3:THF 
A) BH3:THF; then H2O2/OH- 
B) BH3:THF; then CH3COOH 
C) Hg(OAc)2,THF,H2O; then NaBH4,OH- 
D) Hg(OAc)2,THF,CH3OH; then NaBH4,OH- 
E) Hg(OAc)2,THF,H2O; then BH3:THF

Question 7

is properly named:

Accepted Answer

A) 1,4-Cycloheptanediol 
B) 1,5-Cycloheptanediol 
C) (1R,4R)-1,4-Cycloheptanediol 
D) (1R,4S)-1,4-Cycloheptanediol 
E) (1S,4S)-1,4-Cycloheptanediol 
A) 1,4-Cycloheptanediol 
B) 1,5-Cycloheptanediol 
C) (1R,4R)-1,4-Cycloheptanediol 
D) (1R,4S)-1,4-Cycloheptanediol 
E) (1S,4S)-1,4-Cycloheptanediol

Question 8

is properly named:

Accepted Answer

A) 1,2-Cyclohexanediol 
B) 1,6-Cyclohexanediol 
C) (1R,2R)-1,2-Cyclohexanediol 
D) (1R,2S)-1,2-Cyclohexanediol 
E) (1S,2S)-1,2-Cyclohexanediol 
A) 1,2-Cyclohexanediol 
B) 1,6-Cyclohexanediol 
C) (1R,2R)-1,2-Cyclohexanediol 
D) (1R,2S)-1,2-Cyclohexanediol 
E) (1S,2S)-1,2-Cyclohexanediol

Question 9

The product(s)of the following reaction

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 10

Which is the best method for the synthesis of tert-butyl methyl ether?

Accepted Answer

A) CH3ONa + (CH3)3CBr $\to$ 
B) (CH3)3CONa + CH3I $\to$ 
C)    
D) (CH3)3CONa + CH3OCH3 $\to$ 
E) CH3ONa + (CH3)3COH $\to$ 
A) CH3ONa + (CH3)3CBr $\to$ 
B) (CH3)3CONa + CH3I $\to$ 
C)    
D) (CH3)3CONa + CH3OCH3 $\to$ 
E) CH3ONa + (CH3)3COH $\to$

Question 11

Oxymercuration-demercuration of 3-methylcyclopentene produces this/these product(s):

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) Both III and IV 
A) I 
B) II 
C) III 
D) IV 
E) Both III and IV

Question 12

What is the product of the reaction of propyl alcohol with (CH3)3SiCl in the presence of a tertiary amine?

Accepted Answer

A) CH3CH2CH2Si(CH3)3 
B) (CH3)2CHSi(CH3)3 
C) CH3CH2CH2OSi(CH3)3 
D) (CH3)2CHOSi(CH3)3 
E) (CH3CH2CH2)3SiOH 
A) CH3CH2CH2Si(CH3)3 
B) (CH3)2CHSi(CH3)3 
C) CH3CH2CH2OSi(CH3)3 
D) (CH3)2CHOSi(CH3)3 
E) (CH3CH2CH2)3SiOH

Question 13

What is a correct IUPAC name for the following compound?

Accepted Answer

A) 1,2-butanediol 
B) isopropanol 
C) 1-propanol 
D) propylene glycol 
E) 1,2-ethanediol 
A) 1,2-butanediol 
B) isopropanol 
C) 1-propanol 
D) propylene glycol 
E) 1,2-ethanediol

Question 14

Which of the following could be used to synthesize 2-chlorobutane?

Accepted Answer

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

Question 15

Methanesulfonic acid,   is treated,in turn,with PCl5 and (R)-2-butanol.Which of the following Fischer formulas is a stereochemically correct representation of the final product?

Accepted Answer

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

Question 16

What is the relationship between alcohols I and II?   They are:

Accepted Answer

A) constitutional isomers. 
B) enantiomers. 
C) conformers 
D) diastereomers. 
E) identical. 
A) constitutional isomers. 
B) enantiomers. 
C) conformers 
D) diastereomers. 
E) identical.

Question 17

What is the relationship between alcohols I and II?   They are:

Accepted Answer

A) constitutional isomers. 
B) enantiomers. 
C) conformers 
D) diastereomers. 
E) identical. 
A) constitutional isomers. 
B) enantiomers. 
C) conformers 
D) diastereomers. 
E) identical.

Question 18

Which of the following could be used to synthesize 2-bromobutane?

Accepted Answer

A) CH3CH2CH=CH2 + Br2(aq)$\to$ 
B) CH3CH2C$\equiv$CH3 + HBr $\to$ 
C) CH3CH2C$\equiv$CH + HBr $\to$ 
D) CH3CH2C$\equiv$CH + Br2 $\to$ 
E) More than one of these choices. 
A) CH3CH2CH=CH2 + Br2(aq)$\to$ 
B) CH3CH2C$\equiv$CH3 + HBr $\to$ 
C) CH3CH2C$\equiv$CH + HBr $\to$ 
D) CH3CH2C$\equiv$CH + Br2 $\to$ 
E) More than one of these choices.

Question 19

Generally the process of hydroboration-oxidation of an unsymmetrical substituted alkene proceeds with ___ orientation.

Accepted Answer

The answer of Generally the process of hydroboration-oxidation of an...

Question 20

What is the relationship between alcohols I and II?   They are:

Accepted Answer

A) different conformations of the same compound. 
B) constitutional isomers. 
C) enantiomers. 
D) diastereomers. 
E) identical. 
A) different conformations of the same compound. 
B) constitutional isomers. 
C) enantiomers. 
D) diastereomers. 
E) identical.

Exam 11: Alcohols and Ethers

Supply the missing reagents A and B.

Which method would provide the best synthesis of ethyl isopropyl ether?

Heating 2-ethoxyhexane with excess concentrated HBr would produce:

Predict the product of the following reaction:

is properly named:

Anti-Markovnikov hydration of the carbon-carbon double bond occurs when an alkene reacts with:

is properly named:

is properly named:

The product(s)of the following reaction

Which is the best method for the synthesis of tert-butyl methyl ether?

Oxymercuration-demercuration of 3-methylcyclopentene produces this/these product(s):

What is the product of the reaction of propyl alcohol with (CH3)3SiCl in the presence of a tertiary amine?

What is a correct IUPAC name for the following compound?

Which of the following could be used to synthesize 2-chlorobutane?

Methanesulfonic acid, is treated,in turn,with PCl5 and (R)-2-butanol.Which of the following Fischer formulas is a stereochemically correct representation of the final product?

What is the relationship between alcohols I and II? They are:

What is the relationship between alcohols I and II? They are:

Which of the following could be used to synthesize 2-bromobutane?

Generally the process of hydroboration-oxidation of an unsymmetrical substituted alkene proceeds with ___ orientation.

What is the relationship between alcohols I and II? They are:

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 From Carbonyl Compounds

Conjugated Unsaturated Systems

Aromatic Compounds

Reactions of Aromatic Compounds

Aldehydes and Ketones

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

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

Filters

Heating 2-ethoxyhexanewith excess concentrated HBr would produce:

What is the product of the reaction of propyl alcohol with (CH₃)₃SiCl in the presence of a tertiary amine?

Methanesulfonic acid, is treated,in turn,with PCl₅ and (R)-2-butanol.Which of the following Fischer formulas is a stereochemically correct representation of the final product?