Question 1

Which of the following is the balanced chemical equation for the catalytic hydrogenation (addition of H2)to CH3CH=CHCH3?

Accepted Answer

A) CH3CH=CHCH3 + 2H2 → 2CH3CH3 
B) CH3CH=CHCH3 + 3H2 → CH3CH3 + 2 CH4 
C) CH3CH=CHCH3 + 2H2 → CH3CH2CH3 + CH4 
D) CH3CH=CHCH3 + H2 → CH3CH2CH2CH3 
E) CH3CH=CHCH3 + 4H2 → 4CH4 
A) CH3CH=CHCH3 + 2H2 → 2CH3CH3 
B) CH3CH=CHCH3 + 3H2 → CH3CH3 + 2 CH4 
C) CH3CH=CHCH3 + 2H2 → CH3CH2CH3 + CH4 
D) CH3CH=CHCH3 + H2 → CH3CH2CH2CH3 
E) CH3CH=CHCH3 + 4H2 → 4CH4

Question 2

What is the product obtained from the reaction between a ketone and a primary alcohol?

Accepted Answer

A) a secondary alcohol 
B) a tertiary alcohol 
C) a hemiacetal 
D) a hemiketal 
E) a carboxylic acid 
A) a secondary alcohol 
B) a tertiary alcohol 
C) a hemiacetal 
D) a hemiketal 
E) a carboxylic acid

Question 3

What is the product obtained after a reaction between an aldehyde and Grignard reagent is worked-up with dilute acid?

Accepted Answer

A) a ketone 
B) a primary alcohol 
C) a secondary alcohol 
D) a tertiary alcohol 
E) a carboxylic acid 
A) a ketone 
B) a primary alcohol 
C) a secondary alcohol 
D) a tertiary alcohol 
E) a carboxylic acid

Question 4

Which of the following statements is TRUE?

Accepted Answer

A) The nucleophile strongly influences both SN1 and SN2 reactions, while the nature of the nucleophile and the substrate structure are only important in SN2 reactions. 
B) The structure of the substrate is the only important factor for SN1 reactions, while the nucleophile, leaving group, and the structure of the substrate are all important for SN2 reactions. 
C) For SN2 reactions the only important factor to consider is the leaving group; for SN1 reactions the structure of the substrate and the nature of the nucleophile are the most important factors. 
D) The nucleophile and leaving group are both important in SN2 reactions, while for the SN1 reactions the leaving group and the structure of the substrate are very significant. 
E) The nucleophile is not important for SN2 reactions, but the structure of the substrate is very important; for SN1 reactions the opposite is true. 
A) The nucleophile strongly influences both SN1 and SN2 reactions, while the nature of the nucleophile and the substrate structure are only important in SN2 reactions. 
B) The structure of the substrate is the only important factor for SN1 reactions, while the nucleophile, leaving group, and the structure of the substrate are all important for SN2 reactions. 
C) For SN2 reactions the only important factor to consider is the leaving group; for SN1 reactions the structure of the substrate and the nature of the nucleophile are the most important factors. 
D) The nucleophile and leaving group are both important in SN2 reactions, while for the SN1 reactions the leaving group and the structure of the substrate are very significant. 
E) The nucleophile is not important for SN2 reactions, but the structure of the substrate is very important; for SN1 reactions the opposite is true.

Question 5

Match the following.

-oxidizing agent

Accepted Answer

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

Question 6

Which of the following statements is TRUE?

Accepted Answer

A) During the electrophilic aromatic substitutions, the resonance stabilized carbocation reacts with a base to give the addition product. 
B) Aromatic compounds are very reactive because they contain more than one C=C double bond in their structure. 
C) The rate-determining (slow)step of electrophilic aromatic substitutions is the deprotonation of the carbocation intermediate. 
D) Unlike alkenes, aromatic compounds almost always prefer electrophilic substitution over electrophilic addition. 
E) During the electrophilic aromatic substitution a Bronsted or Lewis acid is required to generate the nucleophile from an aromatic substrate. 
A) During the electrophilic aromatic substitutions, the resonance stabilized carbocation reacts with a base to give the addition product. 
B) Aromatic compounds are very reactive because they contain more than one C=C double bond in their structure. 
C) The rate-determining (slow)step of electrophilic aromatic substitutions is the deprotonation of the carbocation intermediate. 
D) Unlike alkenes, aromatic compounds almost always prefer electrophilic substitution over electrophilic addition. 
E) During the electrophilic aromatic substitution a Bronsted or Lewis acid is required to generate the nucleophile from an aromatic substrate.

Question 7

Determine the products of the following reaction:

Accepted Answer

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

Question 8

Determine the product of the following reaction:

Accepted Answer

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

Question 9

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) During SN1 reactions the absolute configuration of the substrate is retained in the product. 
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) During SN1 reactions the absolute configuration of the substrate is retained in the product.

Question 10

Which of the following statements is TRUE?

Accepted Answer

A) In nucleophilic substitution reactions at a saturated carbon atom, a carbon with a positive charge behaves as a nucleophile. 
B) Nucleophilic substitution reactions at a saturated carbon atom can follow one of three mechanisms: SN1, SN2, and SN3. 
C) A carbon atom with a partial positive charge can react with a nucleophile, a molecule, or ion that has a lone pair of electrons. 
D) Alkanes are an example of saturated organic compounds that easily participate in nucleophilic substitution reactions at a saturated carbon atom. 
E) In nucleophilic substitution reactions at a saturated carbon atom, the replaced group is called an electrophile. 
A) In nucleophilic substitution reactions at a saturated carbon atom, a carbon with a positive charge behaves as a nucleophile. 
B) Nucleophilic substitution reactions at a saturated carbon atom can follow one of three mechanisms: SN1, SN2, and SN3. 
C) A carbon atom with a partial positive charge can react with a nucleophile, a molecule, or ion that has a lone pair of electrons. 
D) Alkanes are an example of saturated organic compounds that easily participate in nucleophilic substitution reactions at a saturated carbon atom. 
E) In nucleophilic substitution reactions at a saturated carbon atom, the replaced group is called an electrophile.

Question 11

Choose the weak acid from the compounds below.

Accepted Answer

A) CH3CH2NH2 
B) CH3CH2CO2H 
C) CH3CH2OCH3 
D) CH3CH2F 
E) CH3COOC2H5 
A) CH3CH2NH2 
B) CH3CH2CO2H 
C) CH3CH2OCH3 
D) CH3CH2F 
E) CH3COOC2H5

Question 12

Match the following.

-SN1

Accepted Answer

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

Question 13

Which of the following represents the addition polymer formed from the compound below? CH2=CHCl

Accepted Answer

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

Question 14

Write a balanced chemical reaction to represent the combustion of 2,2-dimethylpropane.

Accepted Answer

A) C5H12 + 8O2 → 5CO2 + 6H2O 
B) C3H8 + 5O2 → 3CO2 + 4H2O 
C) C5H12 + H2 → CH4 + 2C2H6 
D) C3H8 + H2 → CH4 + C2H6 
E) 2 C3H8 + O2 → 3CH4 + 2H2O 
A) C5H12 + 8O2 → 5CO2 + 6H2O 
B) C3H8 + 5O2 → 3CO2 + 4H2O 
C) C5H12 + H2 → CH4 + 2C2H6 
D) C3H8 + H2 → CH4 + C2H6 
E) 2 C3H8 + O2 → 3CH4 + 2H2O

Question 15

Match the following.

-strong base

Accepted Answer

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

Question 16

Match the following.

-E2

Accepted Answer

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

Question 17

Which of the following statements is TRUE?

Accepted Answer

A) Elimination reactions take place with the retention of the absolute configuration. 
B) The most common substrates in elimination reactions are ketones and amines. 
C) A dehydration reaction produces an alkane and one equivalent of water. 
D) The major product in an elimination reaction is the less substituted alkene. 
E) A dehydrohalogenation reaction requires the presence of a strong base and heat. 
A) Elimination reactions take place with the retention of the absolute configuration. 
B) The most common substrates in elimination reactions are ketones and amines. 
C) A dehydration reaction produces an alkane and one equivalent of water. 
D) The major product in an elimination reaction is the less substituted alkene. 
E) A dehydrohalogenation reaction requires the presence of a strong base and heat.

Question 18

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

Accepted Answer

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

Question 19

What type of polymers are polyesters?

Accepted Answer

A) Polyesters, formed via step-growth polymerization of diacids and diols, have the monomers connected through ester groups. 
B) Polyesters, formed via step-growth polymerization of acids and diols, have the monomers connected through ester groups. 
C) Polyesters, formed via step-growth polymerization of acids and alcohols, have the monomers connected through ester groups. 
D) Polyesters, formed via addition polymerization of diacids and diols, have the monomers connected through ester groups. 
E) Polyesters, formed via step-growth polymerization of diacids and diols, have the monomers connected via hydrogen bonds. 
A) Polyesters, formed via step-growth polymerization of diacids and diols, have the monomers connected through ester groups. 
B) Polyesters, formed via step-growth polymerization of acids and diols, have the monomers connected through ester groups. 
C) Polyesters, formed via step-growth polymerization of acids and alcohols, have the monomers connected through ester groups. 
D) Polyesters, formed via addition polymerization of diacids and diols, have the monomers connected through ester groups. 
E) Polyesters, formed via step-growth polymerization of diacids and diols, have the monomers connected via hydrogen bonds.

Question 20

Give the organic product for the following reaction. CH3CH2CH2NH2 + HCl

Accepted Answer

A) ClCH2CH2CH2NH2 
B) CH3CHClCH2NH2 
C) CH3CH2CHClNH2 
D) CH3CH2CH2NHCl 
E) CH3CH2CH2NH3+Cl- 
A) ClCH2CH2CH2NH2 
B) CH3CHClCH2NH2 
C) CH3CH2CHClNH2 
D) CH3CH2CH2NHCl 
E) CH3CH2CH2NH3+Cl-

Exam 21: Organic Chemistry II: Reactions

Which of the following is the balanced chemical equation for the catalytic hydrogenation (addition of H2)to CH3CH=CHCH3?

What is the product obtained from the reaction between a ketone and a primary alcohol?

What is the product obtained after a reaction between an aldehyde and Grignard reagent is worked-up with dilute acid?

Which of the following statements is TRUE?

Match the following. -oxidizing agent

Which of the following statements is TRUE?

Determine the products of the following reaction:

Determine the product of the following reaction:

Which of the following statements is TRUE?

Which of the following statements is TRUE?

Choose the weak acid from the compounds below.

Match the following. -SN1

Which of the following represents the addition polymer formed from the compound below? CH2=CHCl

Write a balanced chemical reaction to represent the combustion of 2,2-dimethylpropane.

Match the following. -strong base

Match the following. -E2

Which of the following statements is TRUE?

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

What type of polymers are polyesters?

Give the organic product for the following reaction. CH3CH2CH2NH2 + HCl

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 Metallury

Transition Metals and Coordination Compounds

Filters

Which of the following is the balanced chemical equation for the catalytic hydrogenation (addition of H₂)to CH₃CH=CHCH₃?

Match the following. -S_N1

Which of the following represents the addition polymer formed from the compound below? CH₂=CHCl

Give the organic product for the following reaction. CH₃CH₂CH₂NH₂ + HCl