IB ChemistryStructure 33.23.2.11

¹³C NMR

Mapping the carbon skeleton: each peak represents one unique carbon environment.

Structure 3.2 HL Extension ⏱️ ~5 min revision
Core Concept

Key Features of ¹³C NMR

  • Number of peaks = Number of chemically non-equivalent carbon environments.
  • No spin-spin splitting: All peaks in routine broadband-decoupled ¹³C NMR appear as singlets.
  • Chemical shift (\(\delta\)): Indicates hybridization and electronegative atom attachments (e.g. \(C=O\) carbonyl carbon at \(160\text{--}220\text{ ppm}\)).

¹³C Chemical Shift Ranges

Environment δ / ppm
C-C (alkyl) 5-40
C-O (alcohol/ether) 50-90
C=C (alkene/aromatic) 110-160
C=O (carbonyl) 160-220
Worked Example

Counting Carbon Environments in Propanone

Propanone (CH₃COCH₃) has a plane of symmetry through the carbonyl group:

  • The two methyl carbons (-CH₃) are chemically equivalent → 1 peak (~30 ppm)
  • The carbonyl carbon (C=O) is unique → 1 peak (~206 ppm)

Total: 2 peaks on the ¹³C NMR spectrum.

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