Chapter 21.9, Problem 23P

Interpretation Introduction

(a)

Interpretation: The cyclic product formed from the given dihalide is to be predicted.

Concept introduction: The $\text{α}$ hydrogen attached to the diester is acidic in nature and on heating the diester followed by hydrolysis gives $\text{β-}$ diacid which loses ${\text{CO}}_{\text{2}}$ to give carboxylic acid. An intramolecular malonic ester synthesis can be used to form ring structures having three to six atoms from an appropriate halide.

Interpretation Introduction

(b)

Interpretation: The cyclic product formed from dihalide is to be predicted.

Concept introduction: The $\text{α}$ hydrogen attached to the diester is acidic in nature and on heating the diester followed by hydrolysis gives $\text{β-}$ diacid which loses ${\text{CO}}_{\text{2}}$ to give carboxylic acid.An intramolecular malonic ester synthesis can be used to form ring structures having three to six atoms from an appropriate halide.