Question: The bromination of methane proceeds through the following steps:

(a) Draw a complete reaction-energy diagram for this reaction.

(b) Label the rate-limiting step.

(c) Draw the structure of each transition state

(d) Compute the overall value ofH0for the bromination.

Short Answer

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Answer

a.

b.

Rate-limiting step is shown in the reaction energy diagram

(c)

Transition states are shown in the reaction-energy diagram

(d)

Based on the reaction-energy diagram, the free radical bromination of methane is exothermic. As can be seen, the reaction releases of heat when one mole of methane undergoes free-radical bromination.

Overall value ofH0=+73KJ+(-112KJ)=-39KJ

Step by step solution

01

Activation energy (Ea)

The activation energy may be defined as the extra energy which the molecules of the reactants have to absorb so that their energy becomes equal to the threshold energy.

02

Transition state or activated complex

The highest energy state in a molecular collision that leads to reaction is the transition state. The transition state isthemost unstable. The transition state or activated complex gets converted into product molecules. During the formation of this complex, old bonds start breaking,and new bonds start making.

03

Intermediate

It may be defined as a species that has existed for a finite amount of time. Although it might be short, it has some stability.

04

Reaction energy diagrams

A reaction energy diagram is used to understand the concepts of activation energy and transition state graphically. The vertical axis of the diagram represents the total potential energy of all the species present in the reaction. The horizontal axis represents the reaction coordinate that gives the progress of the reaction, proceeding from reactants on the left to products on the right. The highest point on the graph is the transition state, and the activation energy is the difference in energy between the reactants and the transition state.

05

Rate limiting step

It may be defined as the slowest step of a chemical reaction that determines the rate at which the overall reaction takes place.

06

Drawing the graph and calculation

Reaction-energy diagram

(b) The highest peak in the diagram indicates the transition state of the free radical reaction. It is the rate-limiting step of the reaction since the reaction involved here takes place at the slowest rate.

Rate-limiting step is shown in the reaction energy diagram

(c) Two transition states can be seen in the reaction energy diagrams. At least heat must be placed for the reaction to take place to overcome the transition state.

Transition states are shown in the reaction-energy diagram

(d) Based on the reaction-energy diagram, the free radical bromination of methane is exothermic. As can be seen, the reaction releases of heat when one mole of methane undergoes free-radical bromination.

Overall value ofH0=+73KJ+(-112KJ)=-39KJ

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Most popular questions from this chapter

When exactly 1 mole of methane is mixed with exactly 1 mole of chlorine and light is shone on the mixture, a chlorination reaction occurs. The products are found to contain substantial amounts of di-, tri-, and tetrachloromethane, as well as unreacted methane.

(a) Explain how a mixture is formed from this stoichiometric mixture of reactants, and propose mechanisms for the formation of these compounds from chloromethane.

(b) How would you run this reaction to get a good conversion of methane toCH3Cl? Of methane to CCl4?

In the presence of a small amount of bromine, cyclohexene undergoes the following light-promoted reaction:

(a) Propose a mechanism for this reaction.

(b) Draw the structure of the rate-limiting transition state.

(c) Use Hammond’s postulate to predict which intermediate most closely resembles this transition state.

(d) Explain why cyclohexene reacts with bromine much faster than cyclohexane, which must be heated to react.

Question: Free-radical chlorination of hexane gives very poor yields of 1 clorohexyane, while cyclohexane can be converted to chlorocyclohexane in good yield.

(a)How do you account for this difference?

(b) What ratio of reactants (cyclohexane and chlorine)

What would be the product ratio in the chlorination of propane if all the hydrogens were abstracted at equal rates?

Question: Under base-catalyzed conditions, two molecules of acetone can condense to form diacetone alcohol. At room temperature250c, aboutof 5%the acetone is converted to diacetone alcohol. Determine the value ofG0for this reaction.

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