Chapter 14.3C, Problem 14.5P

(a)

Interpretation Introduction

To determine: The alcohol that undergoes condensation reaction to give $1,4-\text{Dioxane}$.

Interpretation: The alcohol that undergoes condensation reaction with the loss water to give $1,4-\text{Dioxane}$ is to be identified.

Concept introduction: In a condensation reaction, two molecules join together to form a large molecule with the removal of small molecule, such as water.

(b)

Interpretation Introduction

To determine: The mechanism of condensation reaction of ethylene glycol to form $1,4-\text{Dioxane}$.

Interpretation: The mechanism of condensation reaction of ethylene glycol to form $1,4-\text{Dioxane}$ is to be stated.

Concept introduction: The 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.