Question 1

Draw the products formed from the oxymercuration-demercuration of 3-methylcyclopentene.

Accepted Answer

The answer of Draw the products formed from the oxymercuration-demercuration...

Question 2

What is the relationship between (1R,2S)-2-methylcyclopentanol and (1S,2R)-2-methylcyclopentanol? 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 3

Complete the following reaction sequence,giving structures for compounds A and B:

Accepted Answer

The answer of Complete the following reaction sequence,giving structures for...

Question 4

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.

Question 5

Heating 2-ethoxyhexane with one equivalent of concentrated HI would produce:

Accepted Answer

A) CH3CH2OCH2CH2CH2CH2CH2CH2I 
B) ICH2CH2OCH2CH2CH2CH2CH2CH3 
C) CH3CH2OH and CH3CH2CH2CH2CHICH3 
D) CH3CH2I and CH3CH2CH(OH)CH2CH2CH3 
E) CH3CH2I and CH3CH2CH2CH2CH(OH)CH3 
A) CH3CH2OCH2CH2CH2CH2CH2CH2I 
B) ICH2CH2OCH2CH2CH2CH2CH2CH3 
C) CH3CH2OH and CH3CH2CH2CH2CHICH3 
D) CH3CH2I and CH3CH2CH(OH)CH2CH2CH3 
E) CH3CH2I and CH3CH2CH2CH2CH(OH)CH3

Question 6

What is the relationship between (1R,2S)-2-methylcycloheptanol and (1S,2R)-2-methylcycloheptanol? 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 7

is properly named:

Accepted Answer

A) 1,3-Cycloheptanediol 
B) 1,4-Cycloheptanediol 
C) (1R,3R)-1,3-Cycloheptanediol 
D) (1R,3S)-1,3-Cycloheptanediol 
E) (1S,3S)-1,3-Cycloheptanediol 
A) 1,3-Cycloheptanediol 
B) 1,4-Cycloheptanediol 
C) (1R,3R)-1,3-Cycloheptanediol 
D) (1R,3S)-1,3-Cycloheptanediol 
E) (1S,3S)-1,3-Cycloheptanediol

Question 8

Give the correct IUPAC name corresponding to the following structure:

Accepted Answer

(1R,2R)-2-

Question 9

When an alcohol in which the OH is attached to a stereogenic carbon reacts with thionyl chloride (SOCl2)in the presence of a 3° amine,the resulting alkyl chloride is produced with ___ of configuration.

Accepted Answer

Question 10

The major product expected from the sequential reaction of cyclohexane with Br2/H2O,followed by sodium hydroxide is:

Accepted Answer

A) I + enantiomer 
B) II + enantiomer 
C) III 
D) None of these choices. 
A) I + enantiomer 
B) II + enantiomer 
C) III 
D) None of these choices.

Question 11

If trans-2-bromocyclopentanol is treated with sodium hydroxide what is the major product?

Accepted Answer

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

Question 12

is properly named:

Accepted Answer

A) 2-butanol 
B) cyclobutanol 
C) bicyclo[1.1.1]butan-2-ol 
D) bicyclo[1.1.0]butan-2-ol 
E) bicyclo[1.1.0]butan-1-ol 
A) 2-butanol 
B) cyclobutanol 
C) bicyclo[1.1.1]butan-2-ol 
D) bicyclo[1.1.0]butan-2-ol 
E) bicyclo[1.1.0]butan-1-ol

Question 13

Which of these ethers is most resistant to peroxide formation on exposure to atmospheric oxygen?

Accepted Answer

A) CH3OCH2CH3 
B) CH3CH2OCH2CH3 
C) (CH3)2CHOCH(CH3)2 
D) (CH3)2CHOCH2CH3 
E) CH3OC(CH3)3 
A) CH3OCH2CH3 
B) CH3CH2OCH2CH3 
C) (CH3)2CHOCH(CH3)2 
D) (CH3)2CHOCH2CH3 
E) CH3OC(CH3)3

Question 14

What would be the final product?

Accepted Answer

A) (CH3)2CHCH2OCH3 
B)    
C)    
D)    
E)    
A) (CH3)2CHCH2OCH3 
B)    
C)    
D)    
E)

Question 15

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.

Question 16

A correct name for the following Fischer projection formula is:

Accepted Answer

A) (R)-3-Pentyn-2-ol 
B) (S)-3-Pentyn-2-ol 
C) (R)-2-Pentyn-4-ol 
D) (S)-2-Pentyn-4-ol 
E) (S)-2-Hydroxy-3-pentyne 
A) (R)-3-Pentyn-2-ol 
B) (S)-3-Pentyn-2-ol 
C) (R)-2-Pentyn-4-ol 
D) (S)-2-Pentyn-4-ol 
E) (S)-2-Hydroxy-3-pentyne

Question 17

What is the correct IUPAC name for the following compound?

Accepted Answer

A) 12-crown-5 
B) 12-crown-4 
C) 4-crown-12 
D) 12-crown-12 
E) Cyclododecane tetraether 
A) 12-crown-5 
B) 12-crown-4 
C) 4-crown-12 
D) 12-crown-12 
E) Cyclododecane tetraether

Question 18

What is the correct IUPAC name for the following compound?

Accepted Answer

A) 3-methyl-4-ethyl-3-hexen-6-ol 
B) 4-ethyl-3-methyl-3,6-hexenol 
C) 3-ethyl-4-methyl-3-hexen-1-ol 
D) 3-methyl-4-(2-hydroxyethyl)-3-hexene 
E) 3-(2-hydroxyethyl)- 3-methyl-3-hexene 
A) 3-methyl-4-ethyl-3-hexen-6-ol 
B) 4-ethyl-3-methyl-3,6-hexenol 
C) 3-ethyl-4-methyl-3-hexen-1-ol 
D) 3-methyl-4-(2-hydroxyethyl)-3-hexene 
E) 3-(2-hydroxyethyl)- 3-methyl-3-hexene

Question 19

Which reagent(s)would transform propyl alcohol into propyl bromide?

Accepted Answer

A) Concd.HBr and heat 
B) PBr3 
C) NaBr/H2O and heat 
D) More than one of these choices. 
E) All of these choices. 
A) Concd.HBr and heat 
B) PBr3 
C) NaBr/H2O and heat 
D) More than one of these choices. 
E) All of these choices.

Question 20

Select the structure of the major product formed from 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

Exam 11: Alcohols and Ethers

Draw the products formed from the oxymercuration-demercuration of 3-methylcyclopentene.

What is the relationship between (1R,2S)-2-methylcyclopentanol and (1S,2R)-2-methylcyclopentanol? They are:

Complete the following reaction sequence,giving structures for compounds A and B:

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

Heating 2-ethoxyhexane with one equivalent of concentrated HI would produce:

What is the relationship between (1R,2S)-2-methylcycloheptanol and (1S,2R)-2-methylcycloheptanol? They are:

is properly named:

Give the correct IUPAC name corresponding to the following structure:

When an alcohol in which the OH is attached to a stereogenic carbon reacts with thionyl chloride (SOCl2)in the presence of a 3° amine,the resulting alkyl chloride is produced with ___ of configuration.

The major product expected from the sequential reaction of cyclohexane with Br2/H2O,followed by sodium hydroxide is:

If trans-2-bromocyclopentanol is treated with sodium hydroxide what is the major product?

is properly named:

Which of these ethers is most resistant to peroxide formation on exposure to atmospheric oxygen?

What would be the final product?

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

A correct name for the following Fischer projection formula is:

What is the correct IUPAC name for the following compound?

What is the correct IUPAC name for the following compound?

Which reagent(s)would transform propyl alcohol into propyl bromide?

Select the structure of the major product formed from the following reaction.

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 one equivalent of concentrated HI would produce:

When an alcohol in which the OH is attached to a stereogenic carbon reacts with thionyl chloride (SOCl₂)in the presence of a 3° amine,the resulting alkyl chloride is produced with ___ of configuration.

The major product expected from the sequential reaction of cyclohexane with Br₂/H₂O,followed by sodium hydroxide is: