Consider the following two-step reaction:

a. How many bonds are broken and formed in Step [1]? Would you predict H°of Step [1] to be positive or negative?

b. How many bonds are broken and formed in Step [2]? Would you predict the H°of Step [2] to be positive or negative?

c. Which step is rate-determining?

d. Draw the structure for the transition state in both steps of the mechanism.

e. If H°overallis negative for this two-step reaction, draw an energy diagram illustrating all of the information in parts (a)–(d).

Short Answer

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Answer

  1. Two bonds are breaking, and only 1 bond is forming. must be positive.
  2. Only one bond is formed, and no bond is broken. must be negative.
  3. Step [1]must be the rate-determining step.

Transition State in Step [1]

Transition State in Step [2]

e.

Energy Diagram

Step by step solution

01

Step-by-Step SolutionStep 1: Rate-determining Step

The slowest step in a chemical reaction is the rate-determining step.

For example, if step [1] is the slowest in a reaction, all the other steps must wait for step[1] to get completed so that the reaction proceeds forward.

02

Enthalpy Change  

H°is positive when energy is given to break bonds. H°is negative when energy is released during the formation of two bonds.

03

Explanation

  1. In step [1], one π-bondand one H-Cl are broken, and one C-H bond is formed. Since two bonds are breaking and only 1 bond is forming, the H°must be positive.
  2. In step [2], only one C-Cl bond is formed, and no bond is broken. Hence, H°must be negative.
  3. Since step [1] involves the breaking of two bonds and the formation of one new bond, it must be the rate-determining step.
  4. Transition state in both the steps are:Transition State in Step [1]

Transition State in Step [2]

e. Transition State in Step [2]

Energy Diagram

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Most popular questions from this chapter

The following is a concerted, bimolecular reaction:CH3+NaCNCH3CN+NaBr.

a. What is the rate equation for this reaction?

b. What happens to the rate of the reaction if[CH3Br] is doubled?

c. What happens to the rate of the reaction if [NaCN] is halved?

d. What happens to the rate of the reaction if [CH3Br] and [NaCN] are both increased by a factor of five?

Label each statement as true or false. Correct any false statement to make it true.

a. Increasing temperature increases reaction rate.

b. If a reaction is fast, it has a large rate constant.

c. A fast reaction has a large negative G°value.

d. When Eais large, the rate constant k is also large.

e. Fast reactions have equilibrium constants > 1.

f. Increasing the concentration of a reactant always increases the rate of a reaction.

As we will learn in Section 15.12, many antioxidants—compounds that prevent unwanted radical oxidation reactions from occurring—are phenols, compounds that contain an OH group bonded directly to a benzene ring.

  1. Explain why homolysis of the O-H bond in phenol requires considerably less energy than homolysis of the O-H bond in ethanol (362 kJ/mol vs 438 kJ/mol).
  2. Why is the C-O bond in phenol shorter than C-O bond in ethanol?

Draw the products of each reaction by following the curved arrows.

a.

b.

Although Keqof Equation [1] in Problem 6.57 does not greatly favor formation of the product, it is sometimes possible to use Le Châtelier’s principle to increase the yield of ethyl acetate. Le Châtelier’s principle states that if an equilibrium is disturbed, a system will react to counteract this disturbance. How can Le Châtelier’s principle be used to drive the equilibrium to increase the yield of ethyl acetate? Another example of Le Châtelier’s principle is given in Section 9.8

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