Question 1

In the reaction of carbonyl compounds with NaBH4,the effective reducing species is:

Accepted Answer

Question 2

Complete the following reaction sequence,giving structural details of all key intermediates.

Accepted Answer

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

Question 3

Predict the product(s)of 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 4

What is the major product from the reaction of 2-hexanol with KMnO4?

Accepted Answer

A) CH3CO2H 
B) CH3(CH2)3CO2H 
C)    
D) CH3(CH2)4CO2H 
E) Two of these choices. 
A) CH3CO2H 
B) CH3(CH2)3CO2H 
C)    
D) CH3(CH2)4CO2H 
E) Two of these choices.

Question 5

What would be the major product of the following reaction?

Accepted Answer

A) (R)-3-ethyl-5-methylheptane 
B) (R,S)-3-ethyl-5-methylheptane 
C) (S)-3-ethyl-5-methylheptane 
D) (3R,5S)-5-ethyl-3-methylheptane 
E) (3S,5R)-5-ethyl-3-methylheptane 
A) (R)-3-ethyl-5-methylheptane 
B) (R,S)-3-ethyl-5-methylheptane 
C) (S)-3-ethyl-5-methylheptane 
D) (3R,5S)-5-ethyl-3-methylheptane 
E) (3S,5R)-5-ethyl-3-methylheptane

Question 6

What would be the final product,A,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 7

Complete the following reaction sequence,giving structural details of all key intermediates.
4-methyl-1-hexene $\to$
i)BH3,THF
ii)H2O2,NaOH
iii)SOCl2
iv)Mg,Et2O
iv)ethylene oxide
v)NH4Cl

Accepted Answer

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

Question 8

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

Accepted Answer

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

Question 9

A reaction which increases the hydrogen content or decreases the oxygen content of an organic molecule is called a(n)___.

Accepted Answer

The answer of A reaction which increases the hydrogen content...

Question 10

What is/are the principal product(s)formed when excess methylmagnesium iodide reacts with methyl 4-hydroxybenzoate?

Accepted Answer

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

Question 11

In the reaction of carbonyl compounds with LiAlH4,the effective reducing species is:

Accepted Answer

A) Li+ 
B) Al+3 
C) AlH4- 
D) AlH3 
E) H- 
A) Li+ 
B) Al+3 
C) AlH4- 
D) AlH3 
E) H-

Question 12

The following transformation would be considered a(n)?

Accepted Answer

A) Reduction 
B) Oxidation 
C) Addition 
D) Elimination 
E) Rearrangement 
A) Reduction 
B) Oxidation 
C) Addition 
D) Elimination 
E) Rearrangement

Question 13

Which reagent(s)will distinguish between 2-methylcyclopentanol and 1-methylcyclopentanol?

Accepted Answer

A) Br2/CCl4 
B) KMnO4 
C) CrO3/aqueous H2SO4 
D) NaOH(aq) 
E) Two of these choices. 
A) Br2/CCl4 
B) KMnO4 
C) CrO3/aqueous H2SO4 
D) NaOH(aq) 
E) Two of these choices.

Question 14

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

Accepted Answer

3-methyl-3

Question 15

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 16

What compound(s)result(s)from the reaction of CH3CH2CH2MgBr with CH3CH2CH2CH2CO2H (1:1 mole ratio)?

Accepted Answer

A)    
B)    
C)    
D) CH3CH2CH3 + CH3CH2CH2CH2CO2MgBr 
E)    
A)    
B)    
C)    
D) CH3CH2CH3 + CH3CH2CH2CH2CO2MgBr 
E)

Question 17

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 18

Which of the following would serve as a synthesis of racemic 2-methyl-1-phenyl-2-butanol?

Accepted Answer

A) I 
B) II 
C) III 
D) All of these choices. 
E) None of these choices. 
A) I 
B) II 
C) III 
D) All of these choices. 
E) None of these choices.

Question 19

Complete the following reaction sequence,giving structural details of all key intermediates.
2-methyl-1-pentene $\to$
i)BH3,THF
ii)H2O2,NaOH
iii)(COCl)2,DMSO,-60 °C
iv)Et3N
v)CH3CH2C≡C:- Na+
vi)NH4Cl

Accepted Answer

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

Question 20

Which method would give

Accepted Answer

A)    
B)    
C)    
D) More than one of these choices. 
E) None of these choices. 
A)    
B)    
C)    
D) More than one of these choices. 
E) None of these choices.

Exam 12: Alcohols From Carbonyl Compounds

In the reaction of carbonyl compounds with NaBH4,the effective reducing species is:

Complete the following reaction sequence,giving structural details of all key intermediates.

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

What is the major product from the reaction of 2-hexanol with KMnO4?

What would be the major product of the following reaction?

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

Complete the following reaction sequence,giving structural details of all key intermediates. 4-methyl-1-hexene →\to→ i)BH3,THF ii)H2O2,NaOH iii)SOCl2 iv)Mg,Et2O iv)ethylene oxide v)NH4Cl

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

A reaction which increases the hydrogen content or decreases the oxygen content of an organic molecule is called a(n)___.

What is/are the principal product(s)formed when excess methylmagnesium iodide reacts with methyl 4-hydroxybenzoate?

In the reaction of carbonyl compounds with LiAlH4,the effective reducing species is:

The following transformation would be considered a(n)?

Which reagent(s)will distinguish between 2-methylcyclopentanol and 1-methylcyclopentanol?

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

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

What compound(s)result(s)from the reaction of CH3CH2CH2MgBr with CH3CH2CH2CH2CO2H (1:1 mole ratio)?

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

Which of the following would serve as a synthesis of racemic 2-methyl-1-phenyl-2-butanol?

Complete the following reaction sequence,giving structural details of all key intermediates. 2-methyl-1-pentene →\to→ i)BH3,THF ii)H2O2,NaOH iii)(COCl)2,DMSO,-60 °C iv)Et3N v)CH3CH2C≡C:- Na+ vi)NH4Cl

Which method would give

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In the reaction of carbonyl compounds with NaBH₄,the effective reducing species is:

What is the major product from the reaction of 2-hexanol with KMnO₄?

Complete the following reaction sequence,giving structural details of all key intermediates. 4-methyl-1-hexene $\to$ i)BH₃,THF ii)H₂O₂,NaOH iii)SOCl₂ iv)Mg,Et₂O iv)ethylene oxide v)NH₄Cl

In the reaction of carbonyl compounds with LiAlH₄,the effective reducing species is:

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

What compound(s)result(s)from the reaction of CH₃CH₂CH₂MgBr with CH₃CH₂CH₂CH₂CO₂H (1:1 mole ratio)?

Complete the following reaction sequence,giving structural details of all key intermediates. 2-methyl-1-pentene $\to$ i)BH₃,THF ii)H₂O₂,NaOH iii)(COCl)₂,DMSO,-60 °C iv)Et₃N v)CH₃CH₂C≡C:^-Na⁺ vi)NH₄Cl