Q5(d). N–H stretching of amines in IR; alcohols in PMR
(i) How will you distinguish between NH stretching absorption of a primary amine and a secondary amine by using IR spectroscopy? (ii) How will you distinguish among primary, secondary and tertiary alcohols on the basis of PMR spectroscopy?
Answer in brief
(i) Primary amines show two N–H stretches (≈ 3500, 3400 cm⁻¹), secondary amines one weak band (3350–3310 cm⁻¹); (ii) H–C–O protons: 2H, 1H, none; OH in dry DMSO-d₆: triplet, doublet, singlet.
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CoversIR spectroscopy aminesN–H stretchingPMR alcoholsDMSO-d₆D₂O exchangeNMR spin coupling
All parts of Question 5
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- 5(b) Photolysis of 2-methylcyclohexanone in solution10 marks
- 5(c)(i) 1-Ethynylcyclopentanol from acetylene5 marks
- 5(c)(ii) Products W, X, Y and Z from toluene5 marks
- 5(d) N–H stretching of amines in IR; alcohols in PMR10 marks
- 5(e) Matching three sets of IR and NMR data with five structures10 marks