Question 1

What is the major product of the following reaction?

Accepted Answer

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

Question 2

Which of these reactions will give the product shown?

Accepted Answer

A) 
    
B) 
  
C) 
  
D)  A and B are correct. 
E)  All of the above will give the product. 
A) 
    
B) 
  
C) 
  
D)  A and B are correct. 
E)  All of the above will give the product. E

Question 3

For the transformations below,what is the structure of the starting material?

Accepted Answer

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

Question 4

Rank the following alcohols in order of decreasing acidity in solution.

Accepted Answer

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

Question 5

What is the major product of the following reaction?

Accepted Answer

A) 
    
B) 
  
C) 
  
D) 
  
E)  No reaction occurs. 
A) 
    
B) 
  
C) 
  
D) 
  
E)  No reaction occurs.

Question 6

What is the expected product of the following reaction?

Accepted Answer

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

Question 7

What is the major product of the following reaction?

Accepted Answer

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

Question 8

Ingestion of which of the following toxic alcohols can cause blindness?

Accepted Answer

A)  CH3OH 
B)  CH3CH2OH 
C)  (CH3)2CHOH 
D)  C6H5OH 
E)  HOCH2CH2OH 
A)  CH3OH 
B)  CH3CH2OH 
C)  (CH3)2CHOH 
D)  C6H5OH 
E)  HOCH2CH2OH

Question 9

What would be the name of the following compound?

Accepted Answer

A)  3-hydroxymethyl-4-methylheptane 
B)  2-sec-butyl-1-butanol 
C)  2-ethyl-3-methyl-1-hexanol 
D)  2-ethyl-3-propyl-1-butanol 
E)  2-(sec-pentyl)-1-butanol 
A)  3-hydroxymethyl-4-methylheptane 
B)  2-sec-butyl-1-butanol 
C)  2-ethyl-3-methyl-1-hexanol 
D)  2-ethyl-3-propyl-1-butanol 
E)  2-(sec-pentyl)-1-butanol

Question 10

Identify the reagent that you would use to go from PGE1 to PGE1F1F1F1S1F1F1F10?

Accepted Answer

A)  CrO3-2pyridine 
B)  NaH 
C)  NaBH4 
D)  H2O 
E)  H2SO4 
A)  CrO3-2pyridine 
B)  NaH 
C)  NaBH4 
D)  H2O 
E)  H2SO4

Question 11

Rank the following organic compounds in order of increasing acidity.

Accepted Answer

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

Question 12

What is the major product of the following reaction?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E)  No net reaction occurs. 
A) 
  
B) 
  
C) 
  
D) 
  
E)  No net reaction occurs.

Question 13

What would be the expected organic product of the following reaction?

Accepted Answer

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

Question 14

Choose the reagents to make the conversion from I to II.

Accepted Answer

A)  NaH 
B)  LiAlD4 
C)  NaBH4 
D)  H3O+ 
E)  All of the above. 
A)  NaH 
B)  LiAlD4 
C)  NaBH4 
D)  H3O+ 
E)  All of the above.

Question 15

Which alcohol could be prepared by the greatest number of different combinations of Grignard reagents and carbonyl compounds (aldehydes,ketones,and/or esters)? (No multi-step reactions are intended here.)

Accepted Answer

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

Question 16

What would be the major organic product of the following reaction?

Accepted Answer

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

Question 17

Which of the following reagents would accomplish the reaction shown?

Accepted Answer

A)  H2SO4,H2O 
B)  H2CrO4 
C)  O2 (slow) 
D)  HO-,H2O 
E)  None of the above. 
A)  H2SO4,H2O 
B)  H2CrO4 
C)  O2 (slow) 
D)  HO-,H2O 
E)  None of the above.

Question 18

Which of the following reactions would produce the alcohol shown?

Accepted Answer

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

Question 19

What would be the expected product(s)of the following reactions?

Accepted Answer

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

Question 20

Which of the following five-carbon alcohols would you expect to be the most soluble in water?

Accepted Answer

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

Exam 8: Hydroxy of Functional Group: Alcohols: Properties,preparation,and Strategy of Synthesis

What is the major product of the following reaction?

Which of these reactions will give the product shown?

For the transformations below,what is the structure of the starting material?

Rank the following alcohols in order of decreasing acidity in solution.

What is the major product of the following reaction?

What is the expected product of the following reaction?

What is the major product of the following reaction?

Ingestion of which of the following toxic alcohols can cause blindness?

What would be the name of the following compound?

Identify the reagent that you would use to go from PGE1 to PGE1?

Rank the following organic compounds in order of increasing acidity.

What is the major product of the following reaction?

What would be the expected organic product of the following reaction?

Choose the reagents to make the conversion from I to II.

Which alcohol could be prepared by the greatest number of different combinations of Grignard reagents and carbonyl compounds (aldehydes,ketones,and/or esters)? (No multi-step reactions are intended here.)

What would be the major organic product of the following reaction?

Which of the following reagents would accomplish the reaction shown?

Which of the following reactions would produce the alcohol shown?

What would be the expected product(s)of the following reactions?

Which of the following five-carbon alcohols would you expect to be the most soluble in water?

Structure and Bonding in Organic Molecules

Structure and Reactivity: Acids and Bases,polar and Nonpolar Molecules

Reactions of Alkanes: Bond-Dissociation Energies,radical Halogenation,and Relative Reactivity

Cycloalkanes

Stereoisomers

Properties and Reactions of Haloalkanes: Bimolecular Nucleophilic Substitution

Further Reactions of Haloalkanes: Unimolecular Substitution and Pathways of Elimination

Further Reactions of Alcohols and the Chemistry of Ethers

Using Nuclear Magnetic Resonance Spectroscopy to Deduce Structure

Alkenes: Infrared Spectroscopy and Mass Spectrometry

Reactions to Alkenes

Alkynes: the Carbon

Delocalized Pi Systems: Investigation by Ultraviolet and Visible Spectroscopy Interlude

Benzene and Aromaticity: Electrophilic Aromatic Substitution

Electrophilic Attack on Derivatives of Benzene: Substituents Control Regioselectivity

Aldehydes and Ketones: the Carbonyl Group

Enols,enolates,and the Aldol Condensation: A,b-Unsaturated Aldehydes and Ketones

Carboxylic Acids

Carboxylic Acid Derivatives

Amines and Their Derivatives: Functional Groups Containing Nitrogen

Chemistry of the Benzene Substituents: Alkylbenzenes,phenols,and Benzenamines

Ester Enolates and the Claisen Condensation: Synthesis of B-Dicarbonyl Compounds; Acyl Anion Equivalents

Carbohydrates: Polyfunctional Compounds in Nature

Heterocycles: Heteroatoms in Cyclic Organic Compounds

Amino Acids,peptides,proteins,and Nucleic Acids: Nitrogen-Containing Polymers in Nature

Filters

Identify the reagent that you would use to go from PGE₁ to PGE₁_?