Chapter 14.13, Problem 14.26P

(a)

Interpretation Introduction

To determine: The major product of ethylene oxide with ${\text{NaOCH}}_{\text{2}}{\text{CH}}_{\text{3}}$(sodium ethoxide).

Interpretation: The major product of ethylene oxide with ${\text{NaOCH}}_{\text{2}}{\text{CH}}_{\text{3}}$ (sodium ethoxide) is to be predicted.

Concept introduction: Steps for writing a correct mechanism are shown below.

• The atoms that contain double bond or those containing cations act as electrophiles.
• The atoms with lone pair act as nucleophiles.
• Identify the electrophiles site in the given compound.
• Draw the arrow starting from the correct site and ending at the correct site.

(b)

Interpretation Introduction

To determine: The major product of ethylene oxide with ${\text{NaNH}}_2$(sodium amide).

Interpretation: The major product of ethylene oxide with ${\text{NaNH}}_2$ (sodium amide) is to be predicted.

Concept introduction: Steps for writing a correct mechanism are shown below.

• The atoms that contain double bond or those containing cations act as electrophiles.
• The atoms with lone pair act as nucleophiles.
• Identify the electrophiles site in the given compound.
• Draw the arrow starting from the correct site and ending at the correct site.

(c)

Interpretation Introduction

To determine: The major product of ethylene oxide with $\text{NaSPh}$(sodium thiophenoxide).

Interpretation: The major product of ethylene oxide with $\text{NaSPh}$ (sodium thiophenoxide) is to be predicted.

Concept introduction: Steps for writing a correct mechanism are shown below.

• The atoms that contain double bond or those containing cations act as electrophiles.
• The atoms with lone pair act as nucleophiles.
• Identify the electrophiles site in the given compound.
• Draw the arrow starting from the correct site and ending at the correct site.

(d)

Interpretation Introduction

To determine: The major product of ethylene oxide with ${\text{PhNH}}_{\text{2}}$(aniline).

Interpretation: The major product of ethylene oxide with ${\text{PhNH}}_{\text{2}}$ (aniline) is to be predicted.

Concept introduction: Steps for writing a correct mechanism are shown below.

• The atoms that contain double bond or those containing cations act as electrophiles.
• The atoms with lone pair act as nucleophiles.
• Identify the electrophiles site in the given compound.
• Draw the arrow starting from the correct site and ending at the correct site.

(e)

Interpretation Introduction

To determine: The major product of ethylene oxide with $\text{KCN}$(potassium cyanide).

Interpretation: The major product of ethylene oxide with $\text{KCN}$ (potassium cyanide) is to be predicted.

Concept introduction: Steps for writing a correct mechanism are shown below.

• The atoms that contain double bond or those containing cations act as electrophiles.
• The atoms with lone pair act as nucleophiles.
• Identify the electrophiles site in the given compound.
• Draw the arrow starting from the correct site and ending at the correct site.

(f)

Interpretation Introduction

To determine: The major product of ethylene oxide with ${\text{NaN}}_3$(sodium azide).

Interpretation: The major product of ethylene oxide with ${\text{NaN}}_3$ (sodium azide) is to be predicted.

Concept introduction: Steps for writing a correct mechanism are shown below.

• The atoms that contain double bond or those containing cations act as electrophiles.
• The atoms with lone pair act as nucleophiles.
• Identify the electrophiles site in the given compound.
• Draw the arrow starting from the correct site and ending at the correct site.