Question 1

Which of the following statements is TRUE?

Accepted Answer

A)  Addition is the predominant reaction observed in acyl compounds. 
B)  Acyl chlorides are the least reactive of all acyl compounds, while amides are the most. 
C)  Fischer esterification is the reaction between carboxylic acids with alcohols to produce esters. 
D)  Fischer esterification is catalyzed by a strong base. 
E)  Transesterification is a reaction in which an ester group is transferred from one organic group to another. 
A)  Addition is the predominant reaction observed in acyl compounds. 
B)  Acyl chlorides are the least reactive of all acyl compounds, while amides are the most. 
C)  Fischer esterification is the reaction between carboxylic acids with alcohols to produce esters. 
D)  Fischer esterification is catalyzed by a strong base. 
E)  Transesterification is a reaction in which an ester group is transferred from one organic group to another. C

Question 2

What are primary alcohols oxidized to?

Accepted Answer

A)  secondary alcohols 
B)  ethers 
C)  esters 
D)  aldehydes 
E)  ketones 
A)  secondary alcohols 
B)  ethers 
C)  esters 
D)  aldehydes 
E)  ketones D

Question 3

Which combination of reagents is used in the Friedel-Crafts acylation?

Accepted Answer

A)  acyl chloride, RC(=O)Cl, and iron chloride, FeCl3 
B)  acyl fluoride, RC(=O)F, and aluminum fluoride, AlF3 
C)  acyl chloride, RC(=O)F, and thionyl chloride, SOCl2 
D)  acyl chloride, RC(=O)Cl, and aluminum chloride, AlCl3 
E)  acyl chloride, RC(=O)Cl, and aluminum oxide, Al2O3 
A)  acyl chloride, RC(=O)Cl, and iron chloride, FeCl3 
B)  acyl fluoride, RC(=O)F, and aluminum fluoride, AlF3 
C)  acyl chloride, RC(=O)F, and thionyl chloride, SOCl2 
D)  acyl chloride, RC(=O)Cl, and aluminum chloride, AlCl3 
E)  acyl chloride, RC(=O)Cl, and aluminum oxide, Al2O3 D

Question 4

Which of the following is the product of the following reaction?

Accepted Answer

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

Question 5

What are the major and minor products of the following reaction:

Accepted Answer

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

Question 6

Draw a clear mechanism for SN1 substitution reactions. Make sure to indicate each step of the mechanism (if there is more than one) as well as to use arrows to show the electron flow.

Accepted Answer

The S1 substitution reaction mechanism i

Question 7

Give the organic product of the following reaction.

Accepted Answer

The answer of Give the organic product of the following...

Question 8

Which of the following statements is TRUE?

Accepted Answer

A)  The slow step in an SN1 mechanism is the dissociation step, which produces a carbanion and a leaving group. 
B)  In an SN1 mechanism, during the second step the nucleophile attacks the carbocation formed in the first step. 
C)  Primary alkylhalides are the best substrates for SN1 reactions. 
D)  The hydroxyl (OH-) group is an excellent leaving group in SN1 reactions. 
E)  In an SN1 mechanism, during the second step the nucleophile attacks the carbanion formed in the first step. 
A)  The slow step in an SN1 mechanism is the dissociation step, which produces a carbanion and a leaving group. 
B)  In an SN1 mechanism, during the second step the nucleophile attacks the carbocation formed in the first step. 
C)  Primary alkylhalides are the best substrates for SN1 reactions. 
D)  The hydroxyl (OH-) group is an excellent leaving group in SN1 reactions. 
E)  In an SN1 mechanism, during the second step the nucleophile attacks the carbanion formed in the first step.

Question 9

Match the following.
-a type of polymer formation mechanism

Accepted Answer

A) substitution at saturated carbon atom, mechanism 
B) methoxide 
C) LiAlH4 
D) elimination reaction mechanism 
E) CN-
F)hemiketal
G)H+
H)Jones reagent
I)step-growth 
A) substitution at saturated carbon atom, mechanism 
B) methoxide 
C) LiAlH4 
D) elimination reaction mechanism 
E) CN-
F)hemiketal
G)H+
H)Jones reagent
I)step-growth

Question 10

Predict the products of the following reaction: C5H11COOH + (COCl)2 →

Accepted Answer

A)  C5H11Cl + HCl + CO + 2CO2 
B)  C5H11COCl + H2O+ COCl + CO2 
C)  C5H11COCl2 + 2H2CO3 
D)  C5H11COCl + HCl + CO + CO2 
E)  C5H11COCl + HCl + (CO)2 
A)  C5H11Cl + HCl + CO + 2CO2 
B)  C5H11COCl + H2O+ COCl + CO2 
C)  C5H11COCl2 + 2H2CO3 
D)  C5H11COCl + HCl + CO + CO2 
E)  C5H11COCl + HCl + (CO)2

Question 11

Which of the following statements is TRUE?

Accepted Answer

A)  The SN2 mechanism does not have any intermediates and has only one transition state. 
B)  Tertiary alkylchlorides are the best substrates for SN2 reactions. 
C)  Only the strength of the nucleophile is important for SN2 reactions, not the nature of the leaving group. 
D)  SN1 reactions have a carbanion as an intermediate. 
E)  SN2 reactions result in the racemic product if we start from one enantiomer of a chiral substrate. 
A)  The SN2 mechanism does not have any intermediates and has only one transition state. 
B)  Tertiary alkylchlorides are the best substrates for SN2 reactions. 
C)  Only the strength of the nucleophile is important for SN2 reactions, not the nature of the leaving group. 
D)  SN1 reactions have a carbanion as an intermediate. 
E)  SN2 reactions result in the racemic product if we start from one enantiomer of a chiral substrate.

Question 12

Determine the product(s) of the reduction of the following compound:

Accepted Answer

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

Question 13

What are addition polymers?

Accepted Answer

A)  Addition polymers are formed from monomers that bond together and eliminate a small molecule, usually water. 
B)  Addition polymers are polymers formed when monomers add together without formation of covalent bonds. 
C)  Addition polymers are formed when small molecules (such as water and HX) add across unsaturated C-C bonds in the polymeric chain. 
D)  Addition polymers are formed from monomers that link together without the elimination of a small molecule. 
E)  Addition polymers are polymers that grow by adding small monomers to the existing polymer chain with elimination of a water molecule for each new bond formed. 
A)  Addition polymers are formed from monomers that bond together and eliminate a small molecule, usually water. 
B)  Addition polymers are polymers formed when monomers add together without formation of covalent bonds. 
C)  Addition polymers are formed when small molecules (such as water and HX) add across unsaturated C-C bonds in the polymeric chain. 
D)  Addition polymers are formed from monomers that link together without the elimination of a small molecule. 
E)  Addition polymers are polymers that grow by adding small monomers to the existing polymer chain with elimination of a water molecule for each new bond formed.

Question 14

Determine the product(s) of the following reaction:

Accepted Answer

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

Question 15

Match the following.
-oxidizing agent

Accepted Answer

A) substitution at saturated carbon atom, mechanism 
B) methoxide 
C) LiAlH4 
D) elimination reaction mechanism 
E) CN-
F)hemiketal
G)H+
H)Jones reagent
I)step-growth 
A) substitution at saturated carbon atom, mechanism 
B) methoxide 
C) LiAlH4 
D) elimination reaction mechanism 
E) CN-
F)hemiketal
G)H+
H)Jones reagent
I)step-growth

Question 16

Which of the following is the balanced chemical equation for the catalytic hydrogenation (addition of H2) to CH3C≡CH?

Accepted Answer

A)  CH3C≡CH + H2 → CH3CH=CH2 
B)  CH3C≡CH + 2H2 → CH3CH=CH2 
C)  CH3C≡CH + H2 → CH3CH2CH3 
D)  CH3C≡CH + 2H2 → CH3CH2CH3 
E)  CH3C≡CH + H2 → CH2=C=CH2 
A)  CH3C≡CH + H2 → CH3CH=CH2 
B)  CH3C≡CH + 2H2 → CH3CH=CH2 
C)  CH3C≡CH + H2 → CH3CH2CH3 
D)  CH3C≡CH + 2H2 → CH3CH2CH3 
E)  CH3C≡CH + H2 → CH2=C=CH2

Question 17

Determine the products of the following reaction:
 Benzene + CH3CH2Cl   ?

Accepted Answer

A)  ethylbenzene and HCl 
B)  1,2-dimethylbenzene and H2 
C)  chlorobenzene and CH3CH2Al 
D)  chlorobenzene and CH3CH3 
E)  1,4-diethylbenzene and Cl2 
A)  ethylbenzene and HCl 
B)  1,2-dimethylbenzene and H2 
C)  chlorobenzene and CH3CH2Al 
D)  chlorobenzene and CH3CH3 
E)  1,4-diethylbenzene and Cl2

Question 18

Which of the following statements is TRUE?

Accepted Answer

A)  Elimination reactions proceed via either an E1 mechanism, which is a one-step mechanism, or an E2 mechanism, which is a two-step mechanism. 
B)  The E1 mechanism is somewhat similar to the SN1 mechanism: they both start with a dissociation step in which a carbocation is formed. 
C)  Primary alcohols and alkylhalides are very likely to react via an E1 mechanism because they produce stable carbocations. 
D)  The strength of base used in elimination reactions is not important for the E2 mechanism because the base contributes only to the second step of the E2 mechanism. 
E)  E2 elimination reactions can occur at primary carbon centres but not at secondary and tertiary carbon atoms. 
A)  Elimination reactions proceed via either an E1 mechanism, which is a one-step mechanism, or an E2 mechanism, which is a two-step mechanism. 
B)  The E1 mechanism is somewhat similar to the SN1 mechanism: they both start with a dissociation step in which a carbocation is formed. 
C)  Primary alcohols and alkylhalides are very likely to react via an E1 mechanism because they produce stable carbocations. 
D)  The strength of base used in elimination reactions is not important for the E2 mechanism because the base contributes only to the second step of the E2 mechanism. 
E)  E2 elimination reactions can occur at primary carbon centres but not at secondary and tertiary carbon atoms.

Question 19

Which of the following is the balanced chemical equation that represents the addition of Cl2 to CH3CH=CH2?

Accepted Answer

A)  CH3CH=CH2 + Cl2 → CH3CHClCH3 + HCl 
B)  CH3CH=CH2 + Cl2 → CH3CCl=CHCl + H2 
C)  CH3CH=CH2 + Cl2 → CH3CHClCH2Cl 
D)  CH3CH=CH2 + 2Cl2 → CH3CHCl2 + CH2Cl2 
E)  CH3CH=CH2 + 2Cl2 → CH3CCl2CHCl2 + H2 
A)  CH3CH=CH2 + Cl2 → CH3CHClCH3 + HCl 
B)  CH3CH=CH2 + Cl2 → CH3CCl=CHCl + H2 
C)  CH3CH=CH2 + Cl2 → CH3CHClCH2Cl 
D)  CH3CH=CH2 + 2Cl2 → CH3CHCl2 + CH2Cl2 
E)  CH3CH=CH2 + 2Cl2 → CH3CCl2CHCl2 + H2

Question 20

Identify reagents A and B required for the following transformation of acyl groups:

Accepted Answer

A)  A = (COCl)2; B = C2H5CHO 
B)  A = (COCl)2; B = C2H5COOH 
C)  A = HCl; B = C2H5COOH 
D)  A = (COCl)2; B = C2H5-CH2OH 
E)  A = HCl; B = C2H5CHO 
A)  A = (COCl)2; B = C2H5CHO 
B)  A = (COCl)2; B = C2H5COOH 
C)  A = HCl; B = C2H5COOH 
D)  A = (COCl)2; B = C2H5-CH2OH 
E)  A = HCl; B = C2H5CHO

Exam 21: Organic Chemistry Ii: Reactions

Which of the following statements is TRUE?

What are primary alcohols oxidized to?

Which combination of reagents is used in the Friedel-Crafts acylation?

Which of the following is the product of the following reaction?

What are the major and minor products of the following reaction:

Draw a clear mechanism for SN1 substitution reactions. Make sure to indicate each step of the mechanism (if there is more than one) as well as to use arrows to show the electron flow.

Give the organic product of the following reaction.

Which of the following statements is TRUE?

Match the following. -a type of polymer formation mechanism

Predict the products of the following reaction: C5H11COOH + (COCl)2 →

Which of the following statements is TRUE?

Determine the product(s) of the reduction of the following compound:

What are addition polymers?

Determine the product(s) of the following reaction:

Match the following. -oxidizing agent

Which of the following is the balanced chemical equation for the catalytic hydrogenation (addition of H2) to CH3C≡CH?

Determine the products of the following reaction: Benzene + CH3CH2Cl ?

Which of the following statements is TRUE?

Which of the following is the balanced chemical equation that represents the addition of Cl2 to CH3CH=CH2?

Identify reagents A and B required for the following transformation of acyl groups:

Units of Measurement for Physical and Chemical Change

Atoms and Elements

Molecules, Compounds, and Nomenclature

Chemical Reactions and Stoichiometry

Gases

Thermochemistry

The Quantum-Mechanical Model of the Atom

Periodic Properties of the Elements

Chemical Bonding I: Lewis Theory

Chemical Bonding Ii: Molecular Shapes, Valence Bond Theory, and Molecular Orbital Theory

Liquids, Solids, and Intermolecular Forces

Solutions

Chemical Kinetics

Chemical Equilibrium

Acids and Bases

Aqueous Ionic Equilibrium

Gibbs Energy and Thermodynamics

Electrochemistry

Radioactivity and Nuclear Chemistry

Organic Chemistry I: Structures

Biochemistry

Chemistry of the Nonmetals

Metals and Metallurgy

Transition Metals and Coordination Compounds

Filters

Draw a clear mechanism for S_N1 substitution reactions. Make sure to indicate each step of the mechanism (if there is more than one) as well as to use arrows to show the electron flow.

Predict the products of the following reaction: C₅H₁₁COOH + (COCl)₂ →

Which of the following is the balanced chemical equation for the catalytic hydrogenation (addition of H₂) to CH₃C≡CH?

Determine the products of the following reaction: Benzene + CH₃CH₂Cl ?

Which of the following is the balanced chemical equation that represents the addition of Cl₂ to CH₃CH=CH₂?