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Chapter 9.2, Problem 11P

(a)

Interpretation Introduction

Interpretation:

From the given species better nucleophile in the given solvent 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:

From the given species better nucleophile in the given solvent 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:

From the given species better nucleophile in the given solvent 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.

(d)

Interpretation Introduction

Interpretation:

From the given species better nucleophile in the given solvent 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.

(e)

Interpretation Introduction

Interpretation:

From the given species better nucleophile in the given solvent 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.

(f)

Interpretation Introduction

Interpretation:

From the given species better nucleophile in the given solvent 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.

(g)

Interpretation Introduction

Interpretation:

From the given species better nucleophile in the given solvent 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.

(h)

Interpretation Introduction

Interpretation:

From the given species better nucleophile in the given solvent 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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Students have asked these similar questions
Which is a better nucleophile? a. Br or C in H20 b. Br or CI in DMSO c. CH3O or CH;OH in H20 d. CH30 or CH3OH in DMSO e. HO or NH2 in H20 f. HO or NH, in DMSO g. F or Br in H20 h. I or Br in DMSO
Which is a better nucleophile? a. Br− or Cl− in H2O b. Br− or Cl− in DMSO c. CH3O− or CH3OH in H2O d. CH3O− or CH3OH in DMSO e. HO− or −NH2 in H2O f. HO− or −NH2 in DMSO g. I− or Br− in H2O h. I− or Br− in DMSO
Rank the nucleophiles in each group in order of increasing nucleophilicity. a.−OH, −NH2, H2O b.−OH, Br−, F− (polar aprotic solvent) c.H2O, −OH, CH3CO2−

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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