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(a) Draw an approximate reaction-energy diagram for the acid-base reaction of phenol (see below) with 1-molar aqueous sodium hydroxide solution.

(b) On the same diagram, draw an approximate reaction-energy diagram for the acid-base reaction oftert- butyl alcohol(see below) with 1-molar aqueous sodium hydroxide solution.

Short Answer

Expert verified

(a)

Reaction-energy diagram for the acid-base reaction of phenol with 1-molar aqueous sodium hydroxide solution.

(b)

Reaction-energy diagram for the acid-base reaction of and phenol with 1-molar aqueous sodium hydroxide solution.

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. Transition state is most unstable. The transition state or activated complex gets converted into product molecules. During the formation of this complex, old bonds start breaking and the new bonds start making.

03

Intermediate

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

04

Reaction energy diagrams

To understand the concepts of activation energy and transition state graphically, reaction energy diagram is used. 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 reaction-energy diagram

(a)

Reaction-energy diagram for the acid-base reaction of phenol with 1-molar aqueous sodium hydroxide solution.

(b)

Reaction-energy diagram for the acid-base reaction of and phenol with 1-molar aqueous sodium hydroxide solution.

Phenoxy anion is lower in energy and is more stable due to resonance stabilization of the anion.

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Most popular questions from this chapter

The following reaction is a common synthesis used in the organic chemistry laboratory course.

When we double the concentration of methoxide ion (CH3O-) , we find that the reaction rate doubles. When we triple the concentration of 1-bromopropane , we find the reaction rate triples.

(a) What is the order of this reaction with respect to 1-bromopropane? What is the order with respect to methoxide ion? Write the rate equation for this reaction. What is the overall order?

(b) One lab textbook recommends forming the sodium methoxide in methanol solvent, but before adding 1-bromopropane ,it first distills off enough methanol to reduce the mixture to half of its original volume. What difference in rate will we see when we run the reaction (using the same amounts of reagents) in half the volume of solvent?

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)

Question: The reaction of tert-butyl chloride with methanol

Is found to follow the rate equation

(a) What is the kinetic order with respect to tert-butyl chloride?

(b)What is the kinetic order with respect to methanol?

(c)What is the kinetic order overall?

Question: Each of the following proposed mechanisms for the free-radical chlorination of methane is wrong. Explain how the experimental evidence disproves each mechanism.

(a)

CI2+³ó±¹â†’C±õ2(anactivatedformofCI2)CI2+CH4→H°ä±ô+°ä±á3Cl(b)CH4+hv→CH3+HCH3+Cl2→CH3Cl+ClCl+H→HCl

Use bond-dissociation enthalpies (Table 4-2, p.203) to calculate values ofΔHfor the following reactions.

(a)

(b)

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