Question 1

Predict the product for the following reaction.

Accepted Answer

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

Question 2

Predict the product(s) for the following reaction.

Accepted Answer

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

Question 3

When drawing a curved arrow mechanism, the head of the arrow goes to____.

Accepted Answer

A)  the bond that is being formed 
B)  the bond that is being broken 
C)  the source of electrons that is being moved 
D)  the location to which the electrons are being moved 
A)  the bond that is being formed 
B)  the bond that is being broken 
C)  the source of electrons that is being moved 
D)  the location to which the electrons are being moved

Question 4

Predict the major product for the following reaction.

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  Both II & IV 
E)  Both I & III 
A)  I 
B)  II 
C)  III 
D)  Both II & IV 
E)  Both I & III

Question 5

Provide the reagents necessary to carry out the following conversion.

Accepted Answer

A)  NaOH in water 
B)  NaOH in ether 
C)  H2O 
D)  CH3OH 
A)  NaOH in water 
B)  NaOH in ether 
C)  H2O 
D)  CH3OH

Question 6

Rank the following compounds from most to least reactive in an SN2 reaction.

Accepted Answer

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

Question 7

Consider the following SN2 reaction,   Assuming no other changes, what is the effect on the rate, if the concentration of NaN3 is tripled?

Accepted Answer

A)  No effect 
B)  It would double the rate 
C)  It would triple the rate 
D)  It would increase four times 
E)  It would increase the rate six times 
A)  No effect 
B)  It would double the rate 
C)  It would triple the rate 
D)  It would increase four times 
E)  It would increase the rate six times

Question 8

What is the IUPAC name for the following compound?

Accepted Answer

A)  2-Bromo-4-pentylhexane 
B)  (2S,4S)-2-Bromo-4,5-diethylheptane 
C)  3,4-Diethyl-6-bromoheptane 
D)  2-Bromo-4-methylhexane 
E)  (2R,4R)-2-Bromo-4,5-diethylheptane 
A)  2-Bromo-4-pentylhexane 
B)  (2S,4S)-2-Bromo-4,5-diethylheptane 
C)  3,4-Diethyl-6-bromoheptane 
D)  2-Bromo-4-methylhexane 
E)  (2R,4R)-2-Bromo-4,5-diethylheptane

Question 9

Which of the following is a strongest nucleophile in a polar protic solvent?

Accepted Answer

A)  F- 
B)  Cl- 
C)  Br- 
D)  I- 
E)  All of these 
A)  F- 
B)  Cl- 
C)  Br- 
D)  I- 
E)  All of these

Question 10

Which of the following is the rate equation for the following reaction? 2-chloro-2-methylpentane + NaI

Accepted Answer

A)  Rate = k[NaI] 
B)  Rate = k[2-chloro-2-methylpentane] [NaI] 
C)  Rate = k[chloride ion] 
D)  Rate = k[2-chloro-2-methylpentane] 
A)  Rate = k[NaI] 
B)  Rate = k[2-chloro-2-methylpentane] [NaI] 
C)  Rate = k[chloride ion] 
D)  Rate = k[2-chloro-2-methylpentane]

Question 11

Predict the product for the following SN1 reaction.

Accepted Answer

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

Question 12

What is the electrophile in the following reaction?

Accepted Answer

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

Question 13

Provide the reagents necessary to carry out the following conversion.

Accepted Answer

The answer of Provide the reagents necessary to carry out...

Question 14

Draw the potential energy diagram for the following reaction.

Accepted Answer

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

Question 15

What substitution reaction mechanism is most likely for the following conversion?

Accepted Answer

A)  SN1 
B)  SN2 
C)  Either SN1 or SN2 
D)  None of these 
A)  SN1 
B)  SN2 
C)  Either SN1 or SN2 
D)  None of these

Question 16

Provide a curved arrow mechanism for the following reaction.

Accepted Answer

The answer of Provide a curved arrow mechanism for the...

Question 17

Which of the following is a reasonable definition of a concerted reaction?

Accepted Answer

A)  it is a reaction in which bond breaking occurs first 
B)  it is a reaction in which all bond-breaking and bond-forming occurs at the same time 
C)  it is a reaction in which bond forming occurs first 
D)  it is a substitution reaction 
A)  it is a reaction in which bond breaking occurs first 
B)  it is a reaction in which all bond-breaking and bond-forming occurs at the same time 
C)  it is a reaction in which bond forming occurs first 
D)  it is a substitution reaction

Question 18

Predict the product for the following SN1 reaction.

Accepted Answer

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

Question 19

Which of the following is a substitution reaction?

Accepted Answer

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

Question 20

Provide a curved arrow mechanism for the following reaction

Accepted Answer

The answer of Provide a curved arrow mechanism for the...

Exam 7: Substitution Reactions

Predict the product for the following reaction.

Predict the product(s) for the following reaction.

When drawing a curved arrow mechanism, the head of the arrow goes to____.

Predict the major product for the following reaction.

Provide the reagents necessary to carry out the following conversion.

Rank the following compounds from most to least reactive in an SN2 reaction.

Consider the following SN2 reaction, Assuming no other changes, what is the effect on the rate, if the concentration of NaN3 is tripled?

What is the IUPAC name for the following compound?

Which of the following is a strongest nucleophile in a polar protic solvent?

Which of the following is the rate equation for the following reaction? 2-chloro-2-methylpentane + NaI

Predict the product for the following SN1 reaction.

What is the electrophile in the following reaction?

Provide the reagents necessary to carry out the following conversion.

Draw the potential energy diagram for the following reaction.

What substitution reaction mechanism is most likely for the following conversion?

Provide a curved arrow mechanism for the following reaction.

Which of the following is a reasonable definition of a concerted reaction?

Predict the product for the following SN1 reaction.

Which of the following is a substitution reaction?

Provide a curved arrow mechanism for the following reaction

A Review of General Chemistry: Electrons, Bonds, and Molecular Properties

Molecular Representations

Acids and Bases

Alkanes and Cycloalkanes

Stereoisomerism

Chemical Reactivity and Mechanisms

Alkenes: Structure and Preparation Via Elimination Reactions

Addition Reactions of Alkenes

Alkynes

Radical Reactions

Synthesis

Alcohols and Phenols

Ethers and Epoxides; Thiols and Sulfides

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Conjugated Pi Systems and Pericyclic Reactions

Aromatic Compounds

Aromatic Substitution Reactions

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Alpha Carbon Chemistry: Enols and Enolates

Amines

Carbohydrates

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

Rank the following compounds from most to least reactive in an S_N2 reaction.

Consider the following S_N2 reaction, Assuming no other changes, what is the effect on the rate, if the concentration of NaN₃is tripled?

Predict the product for the following S_N1 reaction.

Predict the product for the following S_N1 reaction.