Analyzing the Setup
We are given a reactant, p-methoxyphenol, which contains both an ether group (−OCH3​) and a phenolic hydroxyl group (−OH)
The reaction proceeds in two steps: first with dilute HCl and heat, and then with oxalic acid ((COOH)2​) under polymerisation conditions.
Step 1
Ether Cleavage
When p-methoxyphenol is heated with dilute HCl, the ether linkage undergoes cleavage. The acidic medium protonates the ether oxygen, making it a good leaving group. Water then attacks the methyl group, resulting in the formation of hydroquinone (benzene-1,4-diol) and methanol. The phenolic −OH group remains unaffected under these conditions.
Step 2
Condensation Polymerisation
The intermediate, hydroquinone, is a diol. It reacts with oxalic acid, which is a dicarboxylic acid. This is a classic condensation polymerisation reaction where the −OH groups of the diol react with the −COOH groups of the dicarboxylic acid, eliminating water molecules to form ester linkages. The resulting polymer is a linear polyester with alternating hydroquinone and oxalate units.