Question 1

Suggest reagents for the synthesis of meta-chloronitrobenzene from nitrobenzene.

Accepted Answer

A)  Cl2 and AlCl3 
B)  HCl and AlCl3 
C)  Cl2 and H2SO4 
D)  HCl and HNO3 
E)  Cl2 and FeBr3 
A)  Cl2 and AlCl3 
B)  HCl and AlCl3 
C)  Cl2 and H2SO4 
D)  HCl and HNO3 
E)  Cl2 and FeBr3

Question 2

The chlorination of benzaldehyde is producing:

Accepted Answer

A)  m-chlorobenzaldehyde 
B)  a mixture of o and p- chlorobenzaldehyde 
C)  o -chlorobenzaldehyde 
D)  p-chlorobenzaldehyde 
E)  a mixture of m- and p-chlorobenzaldehyde 
A)  m-chlorobenzaldehyde 
B)  a mixture of o and p- chlorobenzaldehyde 
C)  o -chlorobenzaldehyde 
D)  p-chlorobenzaldehyde 
E)  a mixture of m- and p-chlorobenzaldehyde

Question 3

Which of the following steps are a part of chain reaction during alkane substitution?
 I. Propagation
II. Initiation
III. Competition
IV. Dehalogenation
V. Termination

Accepted Answer

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

Question 4

Classify the following reaction steps as initiation, propagation or termination. A: Br-Br → 2Br∙
B: H3CH2C∙ + Br∙ → CH3CH2Br
C: 2H3CH2C∙ → CH3CH2CH2CH3

Accepted Answer

A)  Step A is initiation and steps B and C are propagation 
B)  Steps A and B are initiation and step C is termination 
C)  Step A is initiation, step B is termination and step C is propagation 
D)  Step A is initiation, step B is propagation and step C is termination 
E)  Step A is initiation and steps B and C are termination 
A)  Step A is initiation and steps B and C are propagation 
B)  Steps A and B are initiation and step C is termination 
C)  Step A is initiation, step B is termination and step C is propagation 
D)  Step A is initiation, step B is propagation and step C is termination 
E)  Step A is initiation and steps B and C are termination

Question 5

Find the combination of conditions that are the best for SN2 reactions.

Accepted Answer

A)  The substrate is a tertiary alkyl iodide, solvent is aprotic, polar and the nucleophile is a strong base. 
B)  The substrate is a primary alkyl iodide, solvent is aprotic, polar and the nucleophile is a strong base. 
C)  The substrate is a primary alkyl fluoride, solvent is protic, polar and the nucleophile is a strong base. 
D)  The substrate is a primary alkyl iodide, solvent is non-polar and the nucleophile is a weak base 
E)  The substrate is a tertiary alkyl iodide, solvent is non-polar and the nucleophile is a strong base. 
A)  The substrate is a tertiary alkyl iodide, solvent is aprotic, polar and the nucleophile is a strong base. 
B)  The substrate is a primary alkyl iodide, solvent is aprotic, polar and the nucleophile is a strong base. 
C)  The substrate is a primary alkyl fluoride, solvent is protic, polar and the nucleophile is a strong base. 
D)  The substrate is a primary alkyl iodide, solvent is non-polar and the nucleophile is a weak base 
E)  The substrate is a tertiary alkyl iodide, solvent is non-polar and the nucleophile is a strong base.

Question 6

Which of the following steps would you expect to occur in the addition reaction mechanism? 
I. Electrophilic attack on the unsaturated bond
II. Formation of carboanion
III. Formation of carbocation
IV. Nucleophilic attack on the carbocation
V. Elimination of a base

Accepted Answer

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

Question 7

Order the following substrates according to the increase in SN2 reaction rate: (CH3)2CHBr, (CH3)3CBr, CH3CH2Br, CH3Br

Accepted Answer

A)  (CH3)2CHBr 3)3CBr 3CH2Br 3Br 
B)  (CH3)3CBr 3)2CHBr 3CH2Br 3Br 
C)  (CH3)3CBr 3)2CHBr 3Br 3CH2Br 
D)  (CH3)3CBr 3CH2Br 3)2CHBr 3Br 
E)  CH3CH2Br 3)3CBr 3)2CHBr 3Br 
A)  (CH3)2CHBr 3)3CBr 3CH2Br 3Br 
B)  (CH3)3CBr 3)2CHBr 3CH2Br 3Br 
C)  (CH3)3CBr 3)2CHBr 3Br 3CH2Br 
D)  (CH3)3CBr 3CH2Br 3)2CHBr 3Br 
E)  CH3CH2Br 3)3CBr 3)2CHBr 3Br

Question 8

For which type of reaction is the following an example?

Accepted Answer

A)  substitution 
B)  elimination 
C)  polymerization 
D)  rearrangement 
E)  addition 
A)  substitution 
B)  elimination 
C)  polymerization 
D)  rearrangement 
E)  addition

Question 9

H3C∙ + ∙Cl → H3C-Cl is an example of:

Accepted Answer

A)  polymerization 
B)  neutralization reaction 
C)  termination step in alkane chlorination 
D)  addition reaction 
E)  reforming reaction 
A)  polymerization 
B)  neutralization reaction 
C)  termination step in alkane chlorination 
D)  addition reaction 
E)  reforming reaction

Question 10

Which of the following groups is a meta director during electrophilic aromatic substitution?

Accepted Answer

A)  -NH2 
B)  -OCH3 
C)  -Br 
D)  -C≡N 
E)  -OCOC2H5 
A)  -NH2 
B)  -OCH3 
C)  -Br 
D)  -C≡N 
E)  -OCOC2H5

Question 11

Organic reactions in which atoms or groups that are bonded to adjacent carbon atoms are eliminated are called elimination reactions

Accepted Answer

A) True 
 B)False

Question 12

You need to substitute one hydrogen with bromine on an aromatic ring. What reagents do you use?

Accepted Answer

A)  HBr and FeBr3 as catalyst 
B)  Br2 and heat 
C)  Br2 and FeBr3 as catalyst 
D)  a mixture of HBr and conc. H2S4 
E)  Br2 and radiation (hυ) 
A)  HBr and FeBr3 as catalyst 
B)  Br2 and heat 
C)  Br2 and FeBr3 as catalyst 
D)  a mixture of HBr and conc. H2S4 
E)  Br2 and radiation (hυ)

Question 13

Which of the following are electrophiles? 
I. CH3CH2NH2 
II. CH3CH2I 
III. CH3OH

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  I + II 
E)  I + III 
A)  I 
B)  II 
C)  III 
D)  I + II 
E)  I + III

Question 14

The common general anesthetic neothyl can be produced by the following dehydration reaction. What is the systematic name of neothyl?

Accepted Answer

A)  propanone 
B)  propanal 
C)  methyl propanoate 
D)  methyl propyl ether 
E)  ethyl methyl ether 
A)  propanone 
B)  propanal 
C)  methyl propanoate 
D)  methyl propyl ether 
E)  ethyl methyl ether

Question 15

Predict major products for the following three reactions: 
I. nitration of bromobenzene
II. bromination of nitrobenzene
III. bromination of aniline (aminobenzene)

Accepted Answer

A)  Reaction I) gives ortho-bromonitrobenzene Reaction II) gives meta-bromonitrobenzene
Reaction III) gives para-bromoaniline (para-aminobromobenzene) 
B)  Reaction I) gives ortho-bromonitrobenzene and para-bromonitrobenzene Reaction II) gives meta-bromonitrobenzene
Reaction III) gives ortho-bromoaniline (para-aminobromobenzene) and para-bromoaniline (para-aminobromobenzene) 
C)  Reaction I) gives meta-bromonitrobenzene Reaction II) gives ortho-bromonitrobenzene and para-bromonitrobenzene
Reaction III) gives ortho-bromoaniline (ortho-aminobromobenzene) and para-bromoaniline (para-aminobromobenzene) 
D)  Reaction I) gives meta-bromonitrobenzene Reaction II) gives ortho-bromonitrobenzene and para-bromonitrobenzene
Reaction III) gives meta-bromoaniline (meta-aminobromobenzene) 
E)  Reaction I) gives 1,3-bromonitrobenzene Reaction II) gives 1,2-bromonitrobenzene and 1,4-bromonitrobenzene
Reaction III) gives 1,2-aminobromobenzene and 1,4-aminobromobenzene 
A)  Reaction I) gives ortho-bromonitrobenzene Reaction II) gives meta-bromonitrobenzene
Reaction III) gives para-bromoaniline (para-aminobromobenzene) 
B)  Reaction I) gives ortho-bromonitrobenzene and para-bromonitrobenzene Reaction II) gives meta-bromonitrobenzene
Reaction III) gives ortho-bromoaniline (para-aminobromobenzene) and para-bromoaniline (para-aminobromobenzene) 
C)  Reaction I) gives meta-bromonitrobenzene Reaction II) gives ortho-bromonitrobenzene and para-bromonitrobenzene
Reaction III) gives ortho-bromoaniline (ortho-aminobromobenzene) and para-bromoaniline (para-aminobromobenzene) 
D)  Reaction I) gives meta-bromonitrobenzene Reaction II) gives ortho-bromonitrobenzene and para-bromonitrobenzene
Reaction III) gives meta-bromoaniline (meta-aminobromobenzene) 
E)  Reaction I) gives 1,3-bromonitrobenzene Reaction II) gives 1,2-bromonitrobenzene and 1,4-bromonitrobenzene
Reaction III) gives 1,2-aminobromobenzene and 1,4-aminobromobenzene

Question 16

What are the three characteristic steps in a chain-reaction polymerization?

Accepted Answer

A)  initiation, elongation and termination 
B)  initiation, propagation and termination 
C)  racemization, propagation and quenching 
D)  propagation, formation and termination 
E)  breaking, elongation and quenching 
A)  initiation, elongation and termination 
B)  initiation, propagation and termination 
C)  racemization, propagation and quenching 
D)  propagation, formation and termination 
E)  breaking, elongation and quenching

Question 17

What is a dehydration reaction?

Accepted Answer

A)  Dehydration is elimination of water molecule from an alcohol molecule to produce alkene. 
B)  Dehydration reaction is removal of one equivalent of H2 from an alkane to produce alkene. 
C)  Dehydration reaction is one of the steps in chain-reaction polymerization. 
D)  Dehydration reaction is removal of crystalline water. 
E)  Dehydration reaction is deprotonation of a substrate with a strong base in E2 mechanism. 
A)  Dehydration is elimination of water molecule from an alcohol molecule to produce alkene. 
B)  Dehydration reaction is removal of one equivalent of H2 from an alkane to produce alkene. 
C)  Dehydration reaction is one of the steps in chain-reaction polymerization. 
D)  Dehydration reaction is removal of crystalline water. 
E)  Dehydration reaction is deprotonation of a substrate with a strong base in E2 mechanism.

Question 18

In which of the following reactions can alcohol participate? 
I. oxidation reactions
II. elimination reactions
III. amide synthesis
IV. peptide synthesis
V. ester synthesis

Accepted Answer

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

Question 19

The physical properties of polymers depend on: 
I. the average molecular mass of a chain
II. the strength of intermolecular forces between the chains
III. the reaction temperature applied during synthesis
IV. the degree of crystallinity
V. the reaction pressure

Accepted Answer

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

Question 20

Which of the following roles can alcohols have in organic reactions?
 I. electrophile
II. solvent
III. base
IV. substrate
V. acid

Accepted Answer

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

Exam 27: Reactions of Organic Compounds

Suggest reagents for the synthesis of meta-chloronitrobenzene from nitrobenzene.

The chlorination of benzaldehyde is producing:

Which of the following steps are a part of chain reaction during alkane substitution? I. Propagation II. Initiation III. Competition IV. Dehalogenation V. Termination

Classify the following reaction steps as initiation, propagation or termination. A: Br-Br → 2Br∙ B: H3CH2C∙ + Br∙ → CH3CH2Br C: 2H3CH2C∙ → CH3CH2CH2CH3

Find the combination of conditions that are the best for SN2 reactions.

Which of the following steps would you expect to occur in the addition reaction mechanism? I. Electrophilic attack on the unsaturated bond II. Formation of carboanion III. Formation of carbocation IV. Nucleophilic attack on the carbocation V. Elimination of a base

Order the following substrates according to the increase in SN2 reaction rate: (CH3)2CHBr, (CH3)3CBr, CH3CH2Br, CH3Br

For which type of reaction is the following an example?

H3C∙ + ∙Cl → H3C-Cl is an example of:

Which of the following groups is a meta director during electrophilic aromatic substitution?

Organic reactions in which atoms or groups that are bonded to adjacent carbon atoms are eliminated are called elimination reactions

You need to substitute one hydrogen with bromine on an aromatic ring. What reagents do you use?

Which of the following are electrophiles? I. CH3CH2NH2 II. CH3CH2I III. CH3OH

The common general anesthetic neothyl can be produced by the following dehydration reaction. What is the systematic name of neothyl?

Predict major products for the following three reactions: I. nitration of bromobenzene II. bromination of nitrobenzene III. bromination of aniline (aminobenzene)

What are the three characteristic steps in a chain-reaction polymerization?

What is a dehydration reaction?

In which of the following reactions can alcohol participate? I. oxidation reactions II. elimination reactions III. amide synthesis IV. peptide synthesis V. ester synthesis

The physical properties of polymers depend on: I. the average molecular mass of a chain II. the strength of intermolecular forces between the chains III. the reaction temperature applied during synthesis IV. the degree of crystallinity V. the reaction pressure

Which of the following roles can alcohols have in organic reactions? I. electrophile II. solvent III. base IV. substrate V. acid

Matter - Its Properties and Measurement

Atoms and the Atomic Theory

Chemical Compounds

Chemical Reactions

Introduction to Reactions in Aqueous Solutions

Gases

Thermochemistry

Electrons in Atoms

The Periodic Table and Some Atomic Properties

Chemical Bonding I: Basic Concepts

Chemical Bonding II: Additional Aspects

Intermolecular Forces: Liquids and Solids

Solutions and Their Physical Properties

Chemical Kinetics

Principles of Chemical Equilibrium

Acids and Bases

Additional Aspects of Acid-Base Equilibria

Solubility and Complex-Ion Equilibria

Spontaneous Change: Entropy and Free Energy

Electrochemistry

Main Group Elements I: Groups 1, 2, 13, and 14

Main Group Elements II: Groups 18, 17, 16, 15, and Hydrogen

The Transition Elements

Complex Ions and Coordination Compounds

Nuclear Chemistry 1-41

Structures of Organic Compounds

Chemistry of the Living State

Filters

Classify the following reaction steps as initiation, propagation or termination. A: Br-Br → 2Br∙ B: H₃CH₂C∙ + Br∙ → CH₃CH₂Br C: 2H₃CH₂C∙ → CH₃CH₂CH₂CH₃

Find the combination of conditions that are the best for SN₂ reactions.

Order the following substrates according to the increase in SN₂reaction rate: (CH₃)₂CHBr, (CH₃)₃CBr, CH₃CH₂Br, CH₃Br

H₃C∙ + ∙Cl → H₃C-Cl is an example of:

Which of the following are electrophiles? I. CH₃CH₂NH₂ II. CH₃CH₂I III. CH₃OH