Question 1

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

Accepted Answer

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

Question 2

Because the carbonyl oxygen bears a partial negative charge,it is susceptible to ___ attack.

Accepted Answer

The answer of Because the carbonyl oxygen bears a partial...

Question 3

Which synthesis of a Grignard reagent would fail to occur as written?

Accepted Answer

A)    
B)    
C)    
D)    
E) All of these choices will succeed. 
A)    
B)    
C)    
D)    
E) All of these choices will succeed.

Question 4

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 5

What is the major product from the reaction of 2-hexanol with Na2Cr2O7/H+?

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 6

.A Grignard reagent will produce a primary alcohol when reacted with ___ or___.

Accepted Answer

formaldehy

Question 7

Which Grignard synthesis will produce an optically active product or product mixture?

Accepted Answer

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

Question 8

When 1-pentanol is treated with alkaline potassium permanganate,

Accepted Answer

A) the color changes from orange to blue. 
B) the color changes from purple to colorless. 
C) the color changes from blue to red. 
D) the color changes from orange to green. 
E) the color changes from green to orange. 
A) the color changes from orange to blue. 
B) the color changes from purple to colorless. 
C) the color changes from blue to red. 
D) the color changes from orange to green. 
E) the color changes from green to orange.

Question 9

Diethyl ether,the most commonly used solvent for Grignard reactions,also acts as an 'internal cooling agent',preventing the overheating of the reaction mixture: what specific property of diethyl ether is exploited here and why is it important to prevent the overheating of the reaction mixture?

Accepted Answer

Diethyl ether is very volatile (35-36 ^oC)

Question 10

What is the final product?

Accepted Answer

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

Question 11

Which reagent(s)will distinguish between cyclopentanol and cyclopentane?

Accepted Answer

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

Question 12

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

Accepted Answer

3-hexanol @#LAT-DLM& i)PCC or

Question 13

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

Accepted Answer

A) i)LiAlH4; ii)H2O 
B) NaBH4,H2O 
C) H2,Pd 
D) More than one of these choices. 
A) i)LiAlH4; ii)H2O 
B) NaBH4,H2O 
C) H2,Pd 
D) More than one of these choices.

Question 14

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 15

What is the major product from the reaction of 2-hexanol with H2CrO4?

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 16

CrO3 in H2SO4/H2O will fail to give a positive test with which of these compounds?

Accepted Answer

A) CH3CH2CH2CH2OH 
B)    
C) (CH3)3COH 
D)    
E) More than one of these choices. 
A) CH3CH2CH2CH2OH 
B)    
C) (CH3)3COH 
D)    
E) More than one of these choices.

Question 17

Which reaction is an oxidation?

Accepted Answer

A) RCHO $\to$ RCO2H 
B) RCH2OH $\to$ RCHO 
C) RCH2OH $\to$ RCO2H 
D) None of these choices. 
E) All of these choices. 
A) RCHO $\to$ RCO2H 
B) RCH2OH $\to$ RCHO 
C) RCH2OH $\to$ RCO2H 
D) None of these choices. 
E) All of these choices.

Question 18

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 19

When 3-methyl-3-pentanol is treated with chromic acid,

Accepted Answer

A) the color changes from orange to blue. 
B) the color changes from purple to colorless. 
C) the purple color remains unchanged. 
D) the color changes from orange to green. 
E) the orange color remains unchanged. 
A) the color changes from orange to blue. 
B) the color changes from purple to colorless. 
C) the purple color remains unchanged. 
D) the color changes from orange to green. 
E) the orange color remains unchanged.

Question 20

Which of the reagents listed below would serve as the basis for a simple chemical test to distinguish between (CH3)2C=CHCH2CH2OH and (CH3)2CHCH2CH2CH2OH?

Accepted Answer

A) CrO3 in H2SO4 
B) Cold conc.H2SO4 
C) Br2 in CCl4 
D) NaOH/H2O 
E) NaBH4 
A) CrO3 in H2SO4 
B) Cold conc.H2SO4 
C) Br2 in CCl4 
D) NaOH/H2O 
E) NaBH4

Exam 12: Alcohols From Carbonyl Compounds

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

Because the carbonyl oxygen bears a partial negative charge,it is susceptible to ___ attack.

Which synthesis of a Grignard reagent would fail to occur as written?

Predict the product(s)of the following reaction:

What is the major product from the reaction of 2-hexanol with Na2Cr2O7/H+?

.A Grignard reagent will produce a primary alcohol when reacted with ___ or___.

Which Grignard synthesis will produce an optically active product or product mixture?

When 1-pentanol is treated with alkaline potassium permanganate,

Diethyl ether,the most commonly used solvent for Grignard reactions,also acts as an 'internal cooling agent',preventing the overheating of the reaction mixture: what specific property of diethyl ether is exploited here and why is it important to prevent the overheating of the reaction mixture?

What is the final product?

Which reagent(s)will distinguish between cyclopentanol and cyclopentane?

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

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

The following transformation would be considered a(n)?

What is the major product from the reaction of 2-hexanol with H2CrO4?

CrO3 in H2SO4/H2O will fail to give a positive test with which of these compounds?

Which reaction is an oxidation?

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

When 3-methyl-3-pentanol is treated with chromic acid,

Which of the reagents listed below would serve as the basis for a simple chemical test to distinguish between (CH3)2C=CHCH2CH2OH and (CH3)2CHCH2CH2CH2OH?

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

What is the major product from the reaction of 2-hexanol with Na₂Cr₂O₇/H⁺?

.A Grignard reagent will produce a primary alcohol when reacted with _ or_.

What is the major product from the reaction of 2-hexanol with H₂CrO₄?

CrO₃ in H₂SO₄/H₂O will fail to give a positive test with which of these compounds?

Which of the reagents listed below would serve as the basis for a simple chemical test to distinguish between (CH₃)₂C=CHCH₂CH₂OH and (CH₃)₂CHCH₂CH₂CH₂OH?