Can someone explain why the NMR Spectrum of 4-hydroxy-2,5-dimethyl-3-hexanone shows a chemical shift difference for the methyl groups at the end? Why aren't the other carbons have a difference? Below you see the NMR spectrum:enter image description here

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    $\begingroup$ There are four methyl groups and four relevant peaks. What is the problem? $\endgroup$ – Mathew Mahindaratne May 8 '20 at 8:04
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    $\begingroup$ C-2 is a chiral centre, so both C-5's are diastereotopic, likewise with both C-6's. chem.wisc.edu/areas/reich/nmr/05-hmr-08-symmetry.htm $\endgroup$ – orthocresol May 8 '20 at 8:05
  • $\begingroup$ Thanks, the website really helped to understand the issue. $\endgroup$ – Gesetzt May 14 '20 at 6:16

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