Question 1

Which of these compounds cannot be reduced by sodium borohydride?

Accepted Answer

A)    
B)    
C)    
D)    
E) Two of these choices cannot be reduced. 
A)    
B)    
C)    
D)    
E) Two of these choices cannot be reduced.

Question 2

Which of the reagents/techniques listed below would serve as the basis for a simple chemical test to distinguish between CH3CH2CH=CHCH2CH2CHO and CH3CH2CH=CHCH2CH2CH2OH?

Accepted Answer

A) KMnO4 
B) IR spectroscopy 
C) Br2 in CCl4 
D) Two of these choices. 
E) All of these choices. 
A) KMnO4 
B) IR spectroscopy 
C) Br2 in CCl4 
D) Two of these choices. 
E) All of these choices.

Question 3

Predict the product(s)of the following reaction:

Accepted Answer

A) A mixture of I and II 
B) A mixture of I and III 
C) A mixture of II and III 
D) A mixture of II and IV 
E) A mixture of III and IV 
A) A mixture of I and II 
B) A mixture of I and III 
C) A mixture of II and III 
D) A mixture of II and IV 
E) A mixture of III and IV

Question 4

What would be the product,A,of the following reaction sequence?

Accepted Answer

A) CH3CH2CH2CH3 
B)    
C)    
D) CH3CH2CH2CH2OD 
E) CH3CH2CH2CH2D 
A) CH3CH2CH2CH3 
B)    
C)    
D) CH3CH2CH2CH2OD 
E) CH3CH2CH2CH2D

Question 5

Predict the product(s)of the following reaction sequence:

Accepted Answer

A) A mixture of I and II 
B) A mixture of I and III 
C) A mixture of II and III 
D) A mixture of II and IV 
E) A mixture of III and IV 
A) A mixture of I and II 
B) A mixture of I and III 
C) A mixture of II and III 
D) A mixture of II and IV 
E) A mixture of III and IV

Question 6

Which of the reagents listed below would serve as the basis for a simple chemical test to distinguish between (CH3)3COH and (CH3)2CHCH2OH?

Accepted Answer

A) NaH 
B) NaOH/H2O 
C) Br2 in CCl4 
D) Cold conc.H2SO4 
E) Jones reagent 
A) NaH 
B) NaOH/H2O 
C) Br2 in CCl4 
D) Cold conc.H2SO4 
E) Jones reagent

Question 7

Which of the reagents listed below would efficiently accomplish the transformation of 2-methyl-3-cyclopentenol into 2-methyl-3-cyclopentenone?

Accepted Answer

A) KMnO4(aq,alkaline) 
B) CrO3/H2SO4 
C) H2,Pt 
D) Br2,CCl4 
E) Two of these choices. 
A) KMnO4(aq,alkaline) 
B) CrO3/H2SO4 
C) H2,Pt 
D) Br2,CCl4 
E) Two of these choices.

Question 8

Predict the product(s)of the following reaction sequence:

Accepted Answer

The answer of Predict the product(s)of the following reaction sequence:...

Question 9

What would be the product,A,of the following reaction sequence?

Accepted Answer

A) CH3CH2CH2CH3 
B)    
C)    
D) CH3CH2CH2CH2OD 
E) CH3CH2CH2CH2D 
A) CH3CH2CH2CH3 
B)    
C)    
D) CH3CH2CH2CH2OD 
E) CH3CH2CH2CH2D

Question 10

The final product,E,in the following reaction sequence is,

Accepted Answer

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

Question 11

Which product is formed from the following transformation:

Accepted Answer

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

Question 12

Key to the usefulness of PCC/CH2Cl2 as a selective oxidant for the production of aldehydes from 1S1U1P1$\circ$S1S1P0 alcohols is ___.

Accepted Answer

the inability to for

Question 13

What is the product,A,that would be obtained from the following reaction sequence?

Accepted Answer

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

Question 14

What would be the final product,D,in the following reaction sequence?

Accepted Answer

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

Question 15

Suggest a reasonable synthetic strategy for the synthesis of 4-methyl-1,4-pentanediol from 4-hydroxybutanone HOCH2CH2CH2COCH3.

Accepted Answer

Question 16

Consider the molecule   Which reagent will not give a positive test with this compound?

Accepted Answer

A) Cold conc.H2SO4 
B) Br2/CCl4 
C) NaOH(aq) 
D) CrO3/H2SO4 
E) Dilute KMnO4/H2O 
A) Cold conc.H2SO4 
B) Br2/CCl4 
C) NaOH(aq) 
D) CrO3/H2SO4 
E) Dilute KMnO4/H2O

Question 17

A solution of CrO3 or Na2Cr2O7 in aqueous sulfuric acid is called the ___.

Accepted Answer

Question 18

Reaction of excess methyllithium with ethyl acetate (CH3CO2C2H5)produces,after acid work-up,___.

Accepted Answer

t-butyl al

Question 19

What is the product,A,that would be obtained from the following reaction sequence?

Accepted Answer

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

Question 20

Complete the following reaction sequence,giving structural details of all key intermediates.
Bromocyclohexane $\to$
i)Li
ii)CuI
iii)4-methyl-1-bromohexane

Accepted Answer

The answer of Complete the following reaction sequence,giving structural details...

Exam 12: Alcohols From Carbonyl Compounds

Which of these compounds cannot be reduced by sodium borohydride?

Which of the reagents/techniques listed below would serve as the basis for a simple chemical test to distinguish between CH3CH2CH=CHCH2CH2CHO and CH3CH2CH=CHCH2CH2CH2OH?

Predict the product(s)of the following reaction:

What would be the product,A,of the following reaction sequence?

Predict the product(s)of the following reaction sequence:

Which of the reagents listed below would serve as the basis for a simple chemical test to distinguish between (CH3)3COH and (CH3)2CHCH2OH?

Which of the reagents listed below would efficiently accomplish the transformation of 2-methyl-3-cyclopentenol into 2-methyl-3-cyclopentenone?

Predict the product(s)of the following reaction sequence:

What would be the product,A,of the following reaction sequence?

The final product,E,in the following reaction sequence is,

Which product is formed from the following transformation:

Key to the usefulness of PCC/CH2Cl2 as a selective oxidant for the production of aldehydes from 1 ∘\circ∘ alcohols is ___.

What is the product,A,that would be obtained from the following reaction sequence?

What would be the final product,D,in the following reaction sequence?

Suggest a reasonable synthetic strategy for the synthesis of 4-methyl-1,4-pentanediol from 4-hydroxybutanone HOCH2CH2CH2COCH3.

Consider the molecule Which reagent will not give a positive test with this compound?

A solution of CrO3 or Na2Cr2O7 in aqueous sulfuric acid is called the ___.

Reaction of excess methyllithium with ethyl acetate (CH3CO2C2H5)produces,after acid work-up,___.

What is the product,A,that would be obtained from the following reaction sequence?

Complete the following reaction sequence,giving structural details of all key intermediates. Bromocyclohexane →\to→ i)Li ii)CuI iii)4-methyl-1-bromohexane

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 and Ethers

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

Which of the reagents/techniques listed below would serve as the basis for a simple chemical test to distinguish between CH₃CH₂CH=CHCH₂CH₂CHO and CH₃CH₂CH=CHCH₂CH₂CH₂OH?

Which of the reagents listed below would serve as the basis for a simple chemical test to distinguish between (CH₃)₃COH and (CH₃)₂CHCH₂OH?

Key to the usefulness of PCC/CH₂Cl₂ as a selective oxidant for the production of aldehydes from 1^$\circ$ alcohols is ___.

Suggest a reasonable synthetic strategy for the synthesis of 4-methyl-1,4-pentanediol from 4-hydroxybutanone HOCH₂CH₂CH₂COCH₃.

A solution of CrO₃ or Na₂Cr₂O₇ in aqueous sulfuric acid is called the ___.

Reaction of excess methyllithium with ethyl acetate (CH₃CO₂C₂H₅)produces,after acid work-up,___.

Complete the following reaction sequence,giving structural details of all key intermediates. Bromocyclohexane $\to$ i)Li ii)CuI iii)4-methyl-1-bromohexane