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Rates of Reaction

Rate-determining steps, SN1 and SN2

  • 3 things to know
  • Unit A2 1

Overview

Term rate-determining step, relationship between the rate equation and the rate-determining step and what happens in the single step of an SN2 hydrolysis.

What you need to know

Answer each one before you reveal it.

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Key term

Define the term rate-determining step.

Key term

Explain the relationship between the rate equation and the rate-determining step.

Process

The alkaline hydrolysis of a tertiary halogenoalkane follows rate = k[RX]. State the mechanism this indicates.

Questions from this subtopic

Each one with the model answer underneath.

  1. 1

    Define the term rate-determining step.

    Model answer

    The rate-determining step is the slowest step in a multi-step reaction mechanism, and it controls the overall rate.

  2. 2

    Explain the relationship between the rate equation and the rate-determining step.

    Model answer

    Only species involved up to and including the rate-determining step appear in the rate equation, and the number of each in that step gives its order.

  3. 3

    The alkaline hydrolysis of a tertiary halogenoalkane follows rate = k[RX]. State the mechanism this indicates.

    Model answer

    The hydroxide ion is absent from the rate equation, so the reaction proceeds by the unimolecular SN1 mechanism.

  4. 4

    The alkaline hydrolysis of a primary halogenoalkane follows rate = k[RX][OH⁻]. State the mechanism this indicates.

    Model answer

    Both species appear in the rate equation, so the reaction proceeds by the bimolecular SN2 mechanism.

  5. 5

    Describe the slow step of the SN1 hydrolysis of 2-bromo-2-methylpropane.

    Model answer

    The carbon–bromine bond breaks heterolytically to give a bromide ion and a tertiary carbocation, and this step is slow.

  6. 6

    Describe the fast step of the SN1 hydrolysis of 2-bromo-2-methylpropane.

    Model answer

    The hydroxide ion, acting as a nucleophile, attacks the positively charged carbon of the carbocation to form the alcohol.

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