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Chapter 9.2, Problem 10P

(a)

Interpretation Introduction

Interpretation:

From the given species stronger base has to be identified.

Concept Introduction:

  • Aprotic solvent are polar solvent molecules which do not have hydrogen bonded to oxygen to nitrogen.
  • Protic solvent are polar solvent molecules which do have hydrogen bonded to oxygen to nitrogen.
  • The stronger base is always a better nucleophile in an aprotic solvent.

(b)

Interpretation Introduction

Interpretation:

The better nucleophile in aqueous solution has to be identified.

Concept Introduction:

  • Aprotic solvent are polar solvent molecules which do not have hydrogen bonded to oxygen to nitrogen.
  • Protic solvent are polar solvent molecules which do have hydrogen bonded to oxygen to nitrogen.
  • The stronger base is always a better nucleophile in an aprotic solvent.

(c)

Interpretation Introduction

Interpretation:

The better nucleophile in DMSO solution has to be identified.

Concept Introduction:

  • Aprotic solvent are polar solvent molecules which do not have hydrogen bonded to oxygen to nitrogen.
  • Protic solvent are polar solvent molecules which do have hydrogen bonded to oxygen to nitrogen
  • The stronger base is always a better nucleophile in an aprotic solvent.

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Chapter 9 Solutions

Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card; Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition)

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