Question 1

What would be the major product(s)of the following reaction?

Accepted Answer

A)  I 
B)  II 
C)  III and IV 
D)  I and II 
E)  All of the above 
A)  I 
B)  II 
C)  III and IV 
D)  I and II 
E)  All of the above

Question 2

Predict the product(s)for the following reaction sequence.

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E)  None of the above 
A) 
  
B) 
  
C) 
  
D) 
  
E)  None of the above

Question 3

Identify the leaving group in the following reaction:

Accepted Answer

A)  CH3OH 
B)  CH3OH2+ 
C)  CH3OCH3 
D)  H2O 
E)  None of these 
A)  CH3OH 
B)  CH3OH2+ 
C)  CH3OCH3 
D)  H2O 
E)  None of these

Question 4

In order for colliding species to react,they must _____________ and ____________.

Accepted Answer

have energy equal/gr

Question 5

When 0.10 mol of ICH2CH2CH2CH2Cl reacts with 0.10 mol of NaOCH3 in CH3OH at 40 $\degree$C,the major product is:

Accepted Answer

A)  CH3OCH2CH2CH2CH2Cl 
B)  CH3OCH2CH2CH2CH2I 
C)  CH3OCH2CH2CH2CH2OCH3 
D)  CH2=CHCH2CH2Cl 
E)  CH2=CHCH2CH2I 
A)  CH3OCH2CH2CH2CH2Cl 
B)  CH3OCH2CH2CH2CH2I 
C)  CH3OCH2CH2CH2CH2OCH3 
D)  CH2=CHCH2CH2Cl 
E)  CH2=CHCH2CH2I

Question 6

Which of the following reactions proceeds with inversion of configuration at the carbon bearing the leaving group?

Accepted Answer

A)  SN2 
B)  SN1 
C)  E2 
D)  E1 
E)  All of these 
A)  SN2 
B)  SN1 
C)  E2 
D)  E1 
E)  All of these

Question 7

Predict the product(s)for the following reaction sequence.

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E)  More than one of the above 
A) 
  
B) 
  
C) 
  
D) 
  
E)  More than one of the above

Question 8

The substitution mechanism whose rate depends primarily on the relative stability of the intermediate carbocation is the _________.

Accepted Answer

The answer of The substitution mechanism whose rate depends primarily...

Question 9

An increase in the kinetic energy of reacting molecules results in:

Accepted Answer

A)  a decrease in reaction rate. 
B)  an increase in the probability factor. 
C)  a decrease in the probability factor. 
D)  an increase in the reaction rate. 
E)  no changes. 
A)  a decrease in reaction rate. 
B)  an increase in the probability factor. 
C)  a decrease in the probability factor. 
D)  an increase in the reaction rate. 
E)  no changes.

Question 10

When tert-pentyl chloride undergoes solvolysis in aqueous ethanol at room temperature,there is/are formed:

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E)  All of these 
A) 
  
B) 
  
C) 
  
D) 
  
E)  All of these

Question 11

Which SN2 reaction would you expect to take place most rapidly? Assume that the concentrations of the reactants and the temperature are the same in each instance:

Accepted Answer

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

Question 12

Which would be the major product of the following reaction?

Accepted Answer

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

Question 13

Consider the substitution reaction that takes place when (R)-3-bromo-3-methylhexane is treated with sodium methoxide.Which of the following would be true?

Accepted Answer

A)  An SN2 reaction would take place with inversion of configuration at the stereogenic center. 
B)  An SN1 reaction would take place with retention of configuration at the stereogenic center. 
C)  An SN1 reaction would take place with racemization of configuration at the stereogenic center. 
D)  An SN1 reaction would take place,accompanied by an E1 reaction,affording a complex mixture of products. 
E)  An E2 reaction would take place,during which the stereogenic center is lost. 
A)  An SN2 reaction would take place with inversion of configuration at the stereogenic center. 
B)  An SN1 reaction would take place with retention of configuration at the stereogenic center. 
C)  An SN1 reaction would take place with racemization of configuration at the stereogenic center. 
D)  An SN1 reaction would take place,accompanied by an E1 reaction,affording a complex mixture of products. 
E)  An E2 reaction would take place,during which the stereogenic center is lost.

Question 14

What would be the major product(s)of the following reaction?

Accepted Answer

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

Question 15

Which is a polar aprotic solvent?

Accepted Answer

A)  2-methylhexane 
B)  CCl4 
C)  NH3(l) 
D)  CH3CH2CH2OCH2CH2CH3 
E)  2-methyl-2-propanol 
A)  2-methylhexane 
B)  CCl4 
C)  NH3(l) 
D)  CH3CH2CH2OCH2CH2CH3 
E)  2-methyl-2-propanol

Question 16

Which SN2 reaction will occur most rapidly in a mixture of water and ethanol?

Accepted Answer

A)  I- + CH3CH2-Br $\rightarrow$ CH3CH2-I + Br- 
B)  I- + CH3CH2-Cl $\rightarrow$ CH3CH2-I + Cl- 
C)  I- + CH3CH2-F $\rightarrow$CH3CH2-I + F- 
D)  Br- + CH3CH2-Cl $\rightarrow$CH3CH2-Br + Cl- 
E)  Br- + CH3CH2-F $\rightarrow$CH3CH2-Br + F- 
A)  I- + CH3CH2-Br $\rightarrow$ CH3CH2-I + Br- 
B)  I- + CH3CH2-Cl $\rightarrow$ CH3CH2-I + Cl- 
C)  I- + CH3CH2-F $\rightarrow$CH3CH2-I + F- 
D)  Br- + CH3CH2-Cl $\rightarrow$CH3CH2-Br + Cl- 
E)  Br- + CH3CH2-F $\rightarrow$CH3CH2-Br + F-

Question 17

What would be the major product(s)of the following reaction?

Accepted Answer

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

Question 18

What would you expect to be the chief organic product(s)when tert-butyl bromide reacts with sodium acetylide,i.e. ,

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  None of these 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  None of these

Question 19

What would be the major product of the following reaction?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  Equal amounts of I and III 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  Equal amounts of I and III

Question 20

What would be the major product(s)of the following reaction?

Accepted Answer

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

Exam 6: Ionic Reactions - Nucleophilic Substitution and Elimination Reactions of Alkyl Halides

What would be the major product(s)of the following reaction?

Predict the product(s)for the following reaction sequence.

Identify the leaving group in the following reaction:

In order for colliding species to react,they must _____________ and ____________.

When 0.10 mol of ICH2CH2CH2CH2Cl reacts with 0.10 mol of NaOCH3 in CH3OH at 40 °\degree° C,the major product is:

Which of the following reactions proceeds with inversion of configuration at the carbon bearing the leaving group?

Predict the product(s)for the following reaction sequence.

The substitution mechanism whose rate depends primarily on the relative stability of the intermediate carbocation is the _________.

An increase in the kinetic energy of reacting molecules results in:

When tert-pentyl chloride undergoes solvolysis in aqueous ethanol at room temperature,there is/are formed:

Which SN2 reaction would you expect to take place most rapidly? Assume that the concentrations of the reactants and the temperature are the same in each instance:

Which would be the major product of the following reaction?

Consider the substitution reaction that takes place when (R)-3-bromo-3-methylhexane is treated with sodium methoxide.Which of the following would be true?

What would be the major product(s)of the following reaction?

Which is a polar aprotic solvent?

Which SN2 reaction will occur most rapidly in a mixture of water and ethanol?

What would be the major product(s)of the following reaction?

What would you expect to be the chief organic product(s)when tert-butyl bromide reacts with sodium acetylide,i.e. ,

What would be the major product of the following reaction?

What would be the major product(s)of the following reaction?

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

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

Alcohols From Carbonyl Compounds Oxidation-Reduction and Organometallic Compounds

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

In order for colliding species to react,they must _ and .

When 0.10 mol of ICH₂CH₂CH₂CH₂Cl reacts with 0.10 mol of NaOCH₃ in CH₃OH at 40 $\degree$ C,the major product is:

Which S_N2 reaction would you expect to take place most rapidly? Assume that the concentrations of the reactants and the temperature are the same in each instance:

Which S_N2 reaction will occur most rapidly in a mixture of water and ethanol?