Q8(a). N–H identification in hexamethylenediamine
How can PMR establish an N–H bond in HMDA (hexamethylenediamine), described in the question as a nylon-6 starting material?
Answer in brief
Identify an exchangeable NH₂ resonance and show that it disappears after a D₂O shake; HMDA is a nylon-6,6 monomer, not the usual nylon-6 monomer.
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The full model answer
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CoversPMR spectroscopyD2O exchangehexamethylenediamineN–H protonnylon-6,6
All parts of Question 8
- 8(a) N–H identification in hexamethylenediamine5 marks
- 8(b) Aromatic proton coupling constants5 marks
- 8(c) Matching mass-spectral behaviour10 marks
- 8(d) Diphenyl ether and its mass fragments10 marks
- 8(e) A fragrant aromatic aldehyde10 marks