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2022 O Level Chem P1 Q40 — Condensation Polymerisation / Nylon Solution

Condensation Polymerisation / Nylon 2022 O Level Pure Chemistry · Paper 1 · Q40

Question

Nylon is made by the condensation polymerisation of the compounds shown. H₂N–(CH₂)₆–NH₂ HOOC–(CH₂)₄–COOH. What is the partial structure of the polymer formed?Question diagram
  1. A
  2. B
  3. C
  4. D
Correct answer: A

Video Solution

Explanation

Answer: A. Condensation polymerisation of a diamine with a dicarboxylic acid forms amide linkages (–CO–NH–), eliminating one \(\text{H}_2\text{O}\) per linkage. Each monomer contributes its carbon skeleton between the new linkages:

• Adipic acid \(\text{HOOC}{-}(\text{CH}_2)_4{-}\text{COOH}\) contributes \({-}\text{CO}{-}(\text{CH}_2)_4{-}\text{CO}{-}\) — the (CH₂)₄ chain sits between two C=O groups.
• Hexamethylenediamine \(\text{H}_2\text{N}{-}(\text{CH}_2)_6{-}\text{NH}_2\) contributes \({-}\text{NH}{-}(\text{CH}_2)_6{-}\text{NH}{-}\) — the (CH₂)₆ chain sits between two N–H groups.

So the repeating unit alternates: \({-}\text{CO}{-}(\text{CH}_2)_4{-}\text{CO}{-}\text{NH}{-}(\text{CH}_2)_6{-}\text{NH}{-}\). Row A shows exactly this: (CH₂)₄ between two C=O groups and (CH₂)₆ between two N–H groups.

Rows B, C and D swap the chain lengths — they put (CH₂)₆ between two C=O groups (wrong — adipic acid has only 4 CH₂ between the COOH ends) or put (CH₂)₄ between two N–H groups (wrong — the diamine has 6 CH₂ between the NH₂ ends). Only A is internally consistent.

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