Question 1

Compounds that contain carbon-metal bonds are known as _________________.

Accepted Answer

organometa

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

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

Accepted Answer

3-hexanol-@#LAT-DLM& i)PCC;ii)

Question 4

How could the following synthesis be accomplished?

Accepted Answer

A)  (1)SOCl2, (2)Mg,ether, (3)
  then H3O+ 
B)  (1)SOCl2, (2)Li,ether, (3)(CH3CH2)2CuLi, (4)KMnO4,OH- 
C)  1)PBr3, (2)Mg,ether, (3)
  then H3O+ (4)PCC,CH2Cl2 
D)  More than one of the above 
E)  None of the above 
A)  (1)SOCl2, (2)Mg,ether, (3)
  then H3O+ 
B)  (1)SOCl2, (2)Li,ether, (3)(CH3CH2)2CuLi, (4)KMnO4,OH- 
C)  1)PBr3, (2)Mg,ether, (3)
  then H3O+ (4)PCC,CH2Cl2 
D)  More than one of the above 
E)  None of the above

Question 5

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 the above 
E)  None of the above 
A)  I 
B)  II 
C)  III 
D)  All of the above 
E)  None of the above

Question 6

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 7

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 8

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

Question 9

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 10

Suggest a reasonable synthetic strategy for the synthesis of 3-ethyl-3-heptanol from pentanoic acid,CH3CH2CH2CH2CO2H.

Accepted Answer

CH₃CH₂CH₂

Question 11

Complete the following reaction sequence,giving structural details of all key intermediates.
4-methyl-1-hexene------------------$\rightarrow$
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 12

Which of these reactions will not produce a 1$\degree$alcohol?

Accepted Answer

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

Question 13

What is the principal product of the following reaction:   + CH3CH2CH2CH2MgBr/ether;then H2O $\rightarrow$ ?

Accepted Answer

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

Question 14

A solution of CrO3 in aqueous acetone is called the _______________.

Accepted Answer

Question 15

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 16

Which of the following reagents might serve as the basis for a simple chemical test that would distinguish between CH3CH=CHCH3 and CH3CHOHCH2CH3?

Accepted Answer

A)  CrO3 in H2SO4 
B)  KMnO4 
C)  Br2 in CCl4 
D)  Two of these 
E)  All of these 
A)  CrO3 in H2SO4 
B)  KMnO4 
C)  Br2 in CCl4 
D)  Two of these 
E)  All of these

Question 17

In a Grignard reagent,the carbon bonded to magnesium has a partial_______charge and therefore behaves as a(n)___________

Accepted Answer

negative;n

Question 18

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

Accepted Answer

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

Question 19

Your task is to synthesize   through a Grignard synthesis.Which pairs of compounds listed below would you choose as starting materials?

Accepted Answer

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

Question 20

Fundamentally,2-methyl-2-pentanol does not undergo oxidation by H2CrO4 because:

Accepted Answer

A)  the intermediate chromate ester is not formed. 
B)  the oxidant isn't in a sufficiently high oxidation state. 
C)  the alcohol undergoes dehydration. 
D)  the intermediate chromate ester cannot lose hydrogen. 
E)  Actually,this oxidation does occur. 
A)  the intermediate chromate ester is not formed. 
B)  the oxidant isn't in a sufficiently high oxidation state. 
C)  the alcohol undergoes dehydration. 
D)  the intermediate chromate ester cannot lose hydrogen. 
E)  Actually,this oxidation does occur.

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

Compounds that contain carbon-metal bonds are known as _________________.

The following transformation would be considered a(n)?

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

How could the following synthesis be accomplished?

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

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?

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

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

Suggest a reasonable synthetic strategy for the synthesis of 3-ethyl-3-heptanol from pentanoic acid,CH3CH2CH2CH2CO2H.

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

Which of these reactions will not produce a 1 °\degree° alcohol?

What is the principal product of the following reaction: + CH3CH2CH2CH2MgBr/ether;then H2O →\rightarrow→ ?

A solution of CrO3 in aqueous acetone is called the _______________.

Predict the product(s)of the following reaction:

Which of the following reagents might serve as the basis for a simple chemical test that would distinguish between CH3CH=CHCH3 and CH3CHOHCH2CH3?

In a Grignard reagent,the carbon bonded to magnesium has a partial_______charge and therefore behaves as a(n)___________

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

Your task is to synthesize through a Grignard synthesis.Which pairs of compounds listed below would you choose as starting materials?

Fundamentally,2-methyl-2-pentanol does not undergo oxidation by H2CrO4 because:

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

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

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

Suggest a reasonable synthetic strategy for the synthesis of 3-ethyl-3-heptanol from pentanoic acid,CH₃CH₂CH₂CH₂CO₂H.

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

Which of these reactions will not produce a 1 $\degree$ alcohol?

What is the principal product of the following reaction: $What is the principal product of the following reaction: + CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>MgBr/ether;then H<sub>2</sub>O \rightarrow ?$ + CH₃CH₂CH₂CH₂MgBr/ether;then H₂O $\rightarrow$ ?

A solution of CrO₃ in aqueous acetone is called the _______________.

Which of the following reagents might serve as the basis for a simple chemical test that would distinguish between CH₃CH=CHCH₃ and CH₃CHOHCH₂CH₃?

In a Grignard reagent,the carbon bonded to magnesium has a partial_charge and therefore behaves as a(n)_____

Fundamentally,2-methyl-2-pentanol does not undergo oxidation by H₂CrO₄ because: