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Testing MOPS

Multiple Choice Quiz

Which of the following is the most stable radical?

Rank the following alkyl radicals in order of increasing stability (least < < <most).

4 < 2 < 1 < 3

3 < 1 < 2 < 4

1 < 3 < 4 < 2

2 < 4 < 3 < 1

What is the heat of reaction for the following reaction?
CH₃–CH₃ + I₂ → CH₃–CH₂I + HI
The bond dissociation energies in kJ/mol are:

CH₃CH₂–H 410

I–I 151

CH₃CH₂–I 224

H–I 297

40 kJ/mol

–40 kJ/mol

186 kJ/mol

–186 kJ/mol

Consider the following reaction whose energy of activation is 30 kJ/mole.

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Using the following homolytic bond dissociation energies: (CH₃)₂CH–H = 395 kJ/mole, CH₃CH₂–H = 410 kJ/mole, determine the energy of activation for the reverse reaction.

45 kJ/mole

15 kJ/mole

30 kJ/mole

–30 kJ/mole

What is the major product of the following reaction?

What is the major product of the following reaction?

Predict the major product of the following reaction:
2-methylbutane + Br₂/light energy →

1-bromo-2-methylbutane

2-bromo-2-methylbutane

2-bromo-3-methylbutane

1-bromo-3-methylbutane

Which of the following occurs during the initiation stage of a radical mechanism?

Nonradicals are formed from radicals.

Radicals are formed from other radicals.

Radicals are formed from nonradicals.

Nonradicals are formed from other nonradicals.

Which of the following alkanes will give more than one monochlorination product upon treatment with chlorine and light?

2,2-dimethylpropane

cyclopropane

ethane

2,3-dimethylbutane

Which of the following is the major product of the chlorination of methane if a large excess of chlorine is used?

CH₃Cl

CH₂Cl₂

CH₃CH₂Cl

CCl₄

Which of the following is the major product of the chlorination of methane if a large excess of methane is used?

CH₃Cl

CH₂Cl₂

CH₃CH₂Cl

CCl₄

Consider the reaction of 2-methylpropane with a halogen. With which halogen will the product be almost exclusively 2-halo-2-methylpropane?

F₂

Cl₂

Br₂

I₂

How many products (not counting enantiomers) would be expected from the monochlorination of 2,2-dimethylpentane in the presence of light?

a and c

a and d

b and c

c and d

Which of the following elementary reactions corresponds to a propagation step in the formation of chloroethane from ethane and chlorine?

Which of the following elementary reactions corresponds to an initiation step in the formation of chloroethane from ethane and chlorine?

What is the product of the following reaction?

Predict the product of the following reaction.
1-methylcyclohexene + HBr/H₂O₂ →

1-bromo-1-methylcyclohexane

1-bromo-2-methylcyclohexane

1-hydroxy-1-methylcyclohexane

1-hydroxy-2-methylcyclohexane

Which of the following is the MOST stable radical?

a methyl radical

a primary radical

a secondary radical

a tertiary radical

Identify the reagent(s) that will promote the following transformation.

HBr, tetrahydrofuran

HBr, peroxides

Br₂, CCl₄

Br₂, H₂O

What is the structure of the monomer from which the following polymer was made?

The following structure represents a subunit of a hydrocarbon polymer that may be prepared by a radical polymerization method. Identify the monomer that has been polymerized to make this polymer chain.

Which version of the radical halogenation of an alkane is MOST selective?

fluorination

chlorination

bromination

iodination

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