Chapter 16, Problem 16.63P

(a)

Interpretation Introduction

Interpretation: A mechanism has to be proposed for the given acid-catalyzed formation of the ethoxyethyl protecting group.

Concept introduction:

Hydrolysis is a chemical process in which a molecule is cleaved into two parts by the addition of a molecule of water. If the reaction is carried out with the help of an acid it is said to be an acid catalyzed hydrolysis.

Mechanism of the reaction is the step-by-step description of the process by which reactants are changed into products.

Curved arrows show the bonds that are formed and the bonds that are broken in a reaction.

Curved arrows used to understand a reaction mechanism.

Electrophile: It is positively charged species which seeks for negative charge and hence accepts pair of electrons from negatively charged species (Nucleophiles) which results in the formation of chemical bond.

Nucleophile: It is negatively charged species which seeks for positive charge and hence donate pair of electrons to positively charged species (electrophiles) which results in the formation of chemical bond.

(b)

Interpretation Introduction

Interpretation: An experimental procedure has to be suggested whereby the protecting group in the reaction can be removed to regenerate the unprotected alcohol.

Concept introduction:

Hydrolysis is a chemical process in which a molecule is cleaved into two parts by the addition of a molecule of water. If the reaction is carried out with the help of an acid it is said to be an acid catalyzed hydrolysis.

Mechanism of the reaction is the step-by-step description of the process by which reactants are changed into products.

Curved arrows show the bonds that are formed and the bonds that are broken in a reaction.

Curved arrows used to understand a reaction mechanism.

Electrophile: It is positively charged species which seeks for negative charge and hence accepts pair of electrons from negatively charged species (Nucleophiles) which results in the formation of chemical bond.

Nucleophile: It is negatively charged species which seeks for positive charge and hence donate pair of electrons to positively charged species (electrophiles) which results in the formation of chemical bond.