Introduction

Alginate is an anionic polysaccharide typically derived from the cell walls of various species of brown algae. It consists of α-L-guluronic acid (G) and β-D-mannuronic acid (M) linked in 1,4-glycosidic linkages (Figure 1).


Figure 2. Structure of Calcium Alginate

In this experiment you will carry out the above reaction between phenyl boronic acid and an aryl bromide whose identity is unknown to you. After purifying your product, you will compare the analytical data you obtain from your product with some that you find in the literature, in order to identify the product and thus work backwards to identify the starting material.  The aryl bromide will be one of the following: