Question 1

The final product,B,in the following reaction sequence,   ,would be?

Accepted Answer

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

Question 2

What product(s)is/are formed in the following reaction?

Accepted Answer

A) CH3CH2CH2CH2OD + CH3CH2OD 
B) CH3CH2CH2CD2OD + CH3CH2OD 
C) CH3CH2CH2CD2OH + CH3CH2OH 
D) CH3CH2CH2CHDOD + CH3CH2OD 
E)    
A) CH3CH2CH2CH2OD + CH3CH2OD 
B) CH3CH2CH2CD2OD + CH3CH2OD 
C) CH3CH2CH2CD2OH + CH3CH2OH 
D) CH3CH2CH2CHDOD + CH3CH2OD 
E)

Question 3

Which reagent(s)is/are capable of reducing the following ester to an aldehyde?

Accepted Answer

A) LiAlH4 / ether 
B) NaBH4 / H2O 
C) Na / C2H5OH 
D) H2 / Ni,atmospheric pressure 
E) None of these choices can be used successfully. 
A) LiAlH4 / ether 
B) NaBH4 / H2O 
C) Na / C2H5OH 
D) H2 / Ni,atmospheric pressure 
E) None of these choices can be used successfully.

Question 4

The final product,D,in the following reaction sequence   , would be:

Accepted Answer

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

Question 5

List the following compounds in order of increasing level of oxidation:

Accepted Answer

A) I,II,III 
B) III,II,I 
C) II,I,III 
D) III,I,II 
E) I,III,II 
A) I,II,III 
B) III,II,I 
C) II,I,III 
D) III,I,II 
E) I,III,II

Question 6

Select the correct reagent(s)for the following reaction:

Accepted Answer

A) LiAlH4/ether; then H3O+ 
B) NaBH4; then H3O+ 
C) H2 with Pt/C 
D) Two of these choices. 
E) All of these choices. 
A) LiAlH4/ether; then H3O+ 
B) NaBH4; then H3O+ 
C) H2 with Pt/C 
D) Two of these choices. 
E) All of these choices.

Question 7

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

Accepted Answer

The answer of What would be the major product,A,of the...

Question 8

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 9

List the following alkyl halides in order of increasing ease of Grignard formation:

Accepted Answer

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

Question 10

What is/are the principal product(s)formed when excess methylmagnesium iodide reacts with p-hydroxyacetophenone?

Accepted Answer

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

Question 11

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 12

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

Accepted Answer

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

Question 13

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

Accepted Answer

Question 14

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

Accepted Answer

A) 2,6-Dimethylheptane 
B) 2,2-Dimethylpropane 
C) 2-Methylpentane 
D) 2,2,5-Trimethylhexane 
E) 2,2,6-Trimethylheptane 
A) 2,6-Dimethylheptane 
B) 2,2-Dimethylpropane 
C) 2-Methylpentane 
D) 2,2,5-Trimethylhexane 
E) 2,2,6-Trimethylheptane

Question 15

When nucleophilic addition to a carbonyl group occurs,the carbon attacked undergoes this hybridization change:

Accepted Answer

sp<sup>2 <

Question 16

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

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) A mixture of two or more of these choices. 
A) I 
B) II 
C) III 
D) IV 
E) A mixture of two or more of these choices.

Question 17

List the following compounds in order of increasing level of oxidation:

Accepted Answer

A) I,II,III 
B) III,II,I 
C) II,I,III 
D) III,I,II 
E) I,III,II 
A) I,II,III 
B) III,II,I 
C) II,I,III 
D) III,I,II 
E) I,III,II

Question 18

Suggest a reasonable synthetic strategy for the synthesis of 2-methyl-3-hexanol from 1-butanol.

Accepted Answer

1-butanol @#LAT-DLM& i)PCC or Swern; ii)

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

Which of these compounds can be used to prepare the corresponding Grignard reagent?

Accepted Answer

A) CH3CHOHCH2CH2CH2CH2Br 
B) (CH3)3CHCHBrCH2CH2CO2H 
C) BrCH=CHCH2CH2CH3 
D) CH3NHCH2CH2Br 
E) None of these choices can be used to prepare the corresponding Grignard reagent. 
A) CH3CHOHCH2CH2CH2CH2Br 
B) (CH3)3CHCHBrCH2CH2CO2H 
C) BrCH=CHCH2CH2CH3 
D) CH3NHCH2CH2Br 
E) None of these choices can be used to prepare the corresponding Grignard reagent.

Exam 12: Alcohols From Carbonyl Compounds

The final product,B,in the following reaction sequence, ,would be?

What product(s)is/are formed in the following reaction?

Which reagent(s)is/are capable of reducing the following ester to an aldehyde?

The final product,D,in the following reaction sequence , would be:

List the following compounds in order of increasing level of oxidation:

Select the correct reagent(s)for the following reaction:

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

The following transformation would be considered a(n)?

List the following alkyl halides in order of increasing ease of Grignard formation:

What is/are the principal product(s)formed when excess methylmagnesium iodide reacts with p-hydroxyacetophenone?

Predict the product(s)of the following reaction:

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

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

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

When nucleophilic addition to a carbonyl group occurs,the carbon attacked undergoes this hybridization change:

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

List the following compounds in order of increasing level of oxidation:

Suggest a reasonable synthetic strategy for the synthesis of 2-methyl-3-hexanol from 1-butanol.

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

Which of these compounds can be used to prepare the corresponding Grignard reagent?

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

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