Nucleophilic Substitution Mechanisms Quiz

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Questions and Answers

In the SN1 mechanism, the rate-determining step involves:

  • Simultaneous attack of the nucleophile and departure of the leaving group
  • Direct interaction between the nucleophile and the substrate
  • Formation of a carbocation (correct)
  • Partial attachment of the nucleophile to the carbon before departure of the leaving group

The SN2 mechanism is characterized by:

  • Formation of a stable carbocation intermediate
  • Partial attachment of the nucleophile to the carbon before departure of the leaving group
  • Multiple steps involving the nucleophile and leaving group
  • Simultaneous displacement of the leaving group and attack by the nucleophile (correct)

In the hydrolysis of bromomethane in aqueous base, the energy necessary for breaking the C-Br bond is supplied by:

  • Formation of the HO-C bond (correct)
  • Formation of a stable carbocation intermediate
  • Approach by -OH along the line of centers of the C & Br
  • Quantum mechanical calculation

The approach by -OH along the line of centers of the C & Br is associated with:

<p>Lowest energy for the reaction (D)</p> Signup and view all the answers

The transition state for SN2 mechanism involves:

<p>Inversion of configuration (Walden inversion) (C)</p> Signup and view all the answers

In the SN1 mechanism, the rate of the reaction depends on:

<p>The concentration of the alkyl halide only (C)</p> Signup and view all the answers

In the SN2 mechanism, the stereochemistry of the product shows:

<p>Inversion of configuration (D)</p> Signup and view all the answers

In the hydrolysis of bromomethane in aqueous base, the rate-determining step involves:

<p>Partial attachment of -OH to carbon before Br- is fully detached (A)</p> Signup and view all the answers

In the SN2 mechanism, the nucleophile attacks the carbon atom:

<p>Along the line of centers of the C &amp; Br (D)</p> Signup and view all the answers

The hydrolysis of bromomethane in aqueous base is classified as:

<p>Bimolecular (D)</p> Signup and view all the answers

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Study Notes

SN1 Mechanism

  • The rate-determining step involves a unimolecular process
  • The rate of the reaction depends on the concentration of the substrate

SN2 Mechanism

  • Characterized by a bimolecular process
  • The transition state involves a pentacoordinate carbon atom
  • The nucleophile attacks the carbon atom from the backside, resulting in an inversion of stereochemistry
  • Stereochemistry of the product shows an inversion of configuration

Hydrolysis of Bromomethane

  • The energy necessary for breaking the C-Br bond is supplied by the aqueous base
  • The rate-determining step involves a bimolecular process
  • Classified as an SN2 reaction

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