Question 1

Which of these compounds cannot be used to prepare the corresponding Grignard reagent?

Accepted Answer

A)  CH3OCH2CH2CH2Br 
B)  (CH3)3CCl 
C)  CH2=CHCH2Br 
D)  (CH3)2NCH2CH2Br 
E) 
  
A)  CH3OCH2CH2CH2Br 
B)  (CH3)3CCl 
C)  CH2=CHCH2Br 
D)  (CH3)2NCH2CH2Br 
E)

Question 2

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 3

LAH is the abbreviation for the powerful reducing agent ______________.

Accepted Answer

lithium al

Question 4

Which reagent(s)is/are capable of reducing the following ester to a primary alcohol ?

Accepted Answer

A)  LiAlH4 / ether 
B)  NaBH4 / H2O 
C)  Na / C2H5OH 
D)  H2 / Ni,atmospheric pressure 
E)  All can be used successfully. 
A)  LiAlH4 / ether 
B)  NaBH4 / H2O 
C)  Na / C2H5OH 
D)  H2 / Ni,atmospheric pressure 
E)  All can be used successfully.

Question 5

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 6

Suggest a reasonable synthetic strategy for the synthesis of 4-methyl-1,4-pentanediol from methyl-4-hydroxybutanoate HOCH2CH2CH2COOCH3.

Accepted Answer

Question 7

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

Accepted Answer

H <sup>-</

Question 8

Reaction of excess ethyl magnesium bromide with ethyl benzoate (C6H5CO2C2H5)produces,after acid work-up,____________.

Accepted Answer

3-phenyl-3

Question 9

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 10

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 11

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 12

Which of these transformations cannot be classified as a reduction?

Accepted Answer

A)  RCH2Cl$\rightarrow$RCH3 
B)  RCH=CH2 $\rightarrow$RCH2CH3 
C)  RCOOH $\rightarrow$ RCH2OH 
D) 
  
E)  All of these are reductions. 
A)  RCH2Cl$\rightarrow$RCH3 
B)  RCH=CH2 $\rightarrow$RCH2CH3 
C)  RCOOH $\rightarrow$ RCH2OH 
D) 
  
E)  All of these are reductions.

Question 13

Complete the following reaction sequence,giving structural details of all key intermediates.
1-hexene------------------$\rightarrow$
ii)Li
iii)(CH3CH2)2C=O
iv)C2H5I

Accepted Answer

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

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

Which reaction is an oxidation?

Accepted Answer

A)  RCHO $\rightarrow$ RCO2H 
B)  RCH2OH F$\rightarrow$ RCHO 
C)  RCH2OH $\rightarrow$RCO2H 
D)  None of these 
E)  All of these 
A)  RCHO $\rightarrow$ RCO2H 
B)  RCH2OH F$\rightarrow$ RCHO 
C)  RCH2OH $\rightarrow$RCO2H 
D)  None of these 
E)  All of these

Question 16

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 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

The reaction of lithium di-sec-butylcuprate with isopentyl bromide yields:

Accepted Answer

A)  2,5-Dimethylheptane 
B)  2,6-Dimethylheptane 
C)  3,5-Dimethylheptane 
D)  3,4-Dimethylheptane 
E)  3,6-Dimethylheptane 
A)  2,5-Dimethylheptane 
B)  2,6-Dimethylheptane 
C)  3,5-Dimethylheptane 
D)  3,4-Dimethylheptane 
E)  3,6-Dimethylheptane

Question 19

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

Accepted Answer

t-butyl al

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

Exam 12: Alcohols From Carbonyl Compounds Oxidation-Reduction and Organometallic Compounds

Which of these compounds cannot be used to prepare the corresponding Grignard reagent?

The following transformation would be considered a(n)?

LAH is the abbreviation for the powerful reducing agent ______________.

Which reagent(s)is/are capable of reducing the following ester to a primary alcohol ?

Predict the product(s)of the following reaction:

Suggest a reasonable synthetic strategy for the synthesis of 4-methyl-1,4-pentanediol from methyl-4-hydroxybutanoate HOCH2CH2CH2COOCH3.

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

Reaction of excess ethyl magnesium bromide with ethyl benzoate (C6H5CO2C2H5)produces,after acid work-up,____________.

Predict the product(s)of the following reaction:

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

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

Which of these transformations cannot be classified as a reduction?

Complete the following reaction sequence,giving structural details of all key intermediates. 1-hexene------------------ →\rightarrow→ ii)Li iii)(CH3CH2)2C=O iv)C2H5I

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

Which reaction is an oxidation?

Predict the product(s)of the following reaction:

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

The reaction of lithium di-sec-butylcuprate with isopentyl bromide yields:

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

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

Carbon Compounds and Chemical Bonds

Representative Carbon Compounds: Functional Groups, Intermolecular Forces, and Infrared Ir Spectroscopy

An Introduction to Organic Reactions: Acids and Bases

Alkanes: Nomenclature, Conformational Analysis, and an Introduction to Synthesis

Stereochemistry: Chiral Molecules

Ionic Reactions - Nucleophilic Substitution and Elimination Reactions of Alkyl Halides

Alkenes and Alkynes I: Properties and Synthesis, Elimination Reactions of Alkyl Halides

Alkenes and Alkynes Ii: Addition Reactions

Nuclear Magnetic Resonance and Mass Spectrometry: Tools for Structure Determination

Radical Reactions

Alcohols and Ethers

Conjugated Unsaturated Systems

Aromatic Compounds

Reactions of Aromatic Compounds

Aldehydes and Ketones I Nucleophilic Addition to the Carbonyl Group

Aldehydes and Ketones Ii Aldol Reactions

Carboxylic Acids and Their Derivatives Nucleophilic Addition - Elimination at the Acyl Carbon

Synthesis and Reactions of Beta-Dicarbonyl Compounds: More Chemistry of Enolate Ions

Amines

Phenols and Aryl Halides: Nucleophilic Aromatic Substitution

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

Filters

Suggest a reasonable synthetic strategy for the synthesis of 4-methyl-1,4-pentanediol from methyl-4-hydroxybutanoate HOCH₂CH₂CH₂COOCH₃.

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

Reaction of excess ethyl magnesium bromide with ethyl benzoate (C₆H₅CO₂C₂H₅)produces,after acid work-up,____________.

Complete the following reaction sequence,giving structural details of all key intermediates. 1-hexene------------------ $\rightarrow$ ii)Li iii)(CH₃CH₂)₂C=O iv)C₂H₅I

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