Chapter 13.6, Problem 10CC

a)

Interpretation Introduction

Interpretation: The products of the following reactions are to be predicted.

Concept Introduction:

The cleavage of ether below acidic conditions results in the formation of two Alkyl halides.

The cleavage of Phenyl ether below acidic conditions results in the formation of Phenol and Alkyl halide.

Phenol cannot be further used in the conversion of Halide, because either ${\text{S}}_{\text{N}}\text{2}$ or ${\text{S}}_{\text{N}}\text{1}$ processes are significant at ${\text{sp}}^{\text{2}}$ hybridized centers.

Hydrogen iodide and Hydrogen bromide are used in the cleavage of Ethers. Hydrogen chloride is less significant and Hydrogen fluoride doesn’t cause acid cleavage of Ethers. The reactivity is a result of relative nucleophilicity of Halide ions.

b)

Interpretation Introduction

Interpretation: The products of the following reactions are to be predicted.

Concept Introduction:

The cleavage of ether below acidic conditions results in the formation of two Alkyl halides.

The cleavage of Phenyl ether below acidic conditions results in the formation of Phenol and Alkyl halide.

Phenol cannot be further used in the conversion of Halide, because either ${\text{S}}_{\text{N}}\text{2}$ or ${\text{S}}_{\text{N}}\text{1}$ processes are significant at ${\text{sp}}^{\text{2}}$ hybridized centers.

Hydrogen iodide and Hydrogen bromide are used in the cleavage of Ethers. Hydrogen chloride is less significant and Hydrogen fluoride doesn’t cause acid cleavage of Ethers. The reactivity is a result of relative nucleophilicity of Halide ions.

c)

Interpretation Introduction

Interpretation: The products of the following reactions are to be predicted.

Concept Introduction:

The cleavage of ether below acidic conditions results in the formation of two Alkyl halides.

The cleavage of Phenyl ether below acidic conditions results in the formation of Phenol and Alkyl halide.

Phenol cannot be further used in the conversion of Halide, because either ${\text{S}}_{\text{N}}\text{2}$ or ${\text{S}}_{\text{N}}\text{1}$ processes are significant at ${\text{sp}}^{\text{2}}$ hybridized centers.

Hydrogen iodide and Hydrogen bromide are used in the cleavage of Ethers. Hydrogen chloride is less significant and Hydrogen fluoride doesn’t cause acid cleavage of Ethers. The reactivity is a result of relative nucleophilicity of Halide ions.

d)

Interpretation Introduction

Interpretation: The products of the following reactions are to be predicted.

Concept Introduction:

The cleavage of ether below acidic conditions results in the formation of two Alkyl halides.

The cleavage of Phenyl ether below acidic conditions results in the formation of Phenol and Alkyl halide.

Phenol cannot be further used in the conversion of Halide, because either ${\text{S}}_{\text{N}}\text{2}$ or ${\text{S}}_{\text{N}}\text{1}$ processes are significant at ${\text{sp}}^{\text{2}}$ hybridized centers.

Hydrogen iodide and Hydrogen bromide are used in the cleavage of Ethers. Hydrogen chloride is less significant and Hydrogen fluoride doesn’t cause acid cleavage of Ethers. The reactivity is a result of relative nucleophilicity of Halide ions.

e)

Interpretation Introduction

Interpretation: The products of the following reactions are to be predicted.

Concept Introduction:

The cleavage of ether below acidic conditions results in the formation of two Alkyl halides.

The cleavage of Phenyl ether below acidic conditions results in the formation of Phenol and Alkyl halide.

Phenol cannot be further used in the conversion of Halide, because either ${\text{S}}_{\text{N}}\text{2}$ or ${\text{S}}_{\text{N}}\text{1}$ processes are significant at ${\text{sp}}^{\text{2}}$ hybridized centers.

Hydrogen iodide and Hydrogen bromide are used in the cleavage of Ethers. Hydrogen chloride is less significant and Hydrogen fluoride doesn’t cause acid cleavage of Ethers. The reactivity is a result of relative nucleophilicity of Halide ions.

f)

Interpretation Introduction

Interpretation: The products of the following reactions are to be predicted.

Concept Introduction:

The cleavage of ether below acidic conditions results in the formation of two Alkyl halides.

The cleavage of Phenyl ether below acidic conditions results in the formation of Phenol and Alkyl halide.

Phenol cannot be further used in the conversion of Halide, because either ${\text{S}}_{\text{N}}\text{2}$ or ${\text{S}}_{\text{N}}\text{1}$ processes are significant at ${\text{sp}}^{\text{2}}$ hybridized centers.

Hydrogen iodide and Hydrogen bromide are used in the cleavage of Ethers. Hydrogen chloride is less significant and Hydrogen fluoride doesn’t cause acid cleavage of Ethers. The reactivity is a result of relative nucleophilicity of Halide ions.