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I was able to figure out that the structure of this compound was a benzene ring with 2 equivalent trimethyl groups to give the 18H singlet. Another non-equivalent methyl group to give the 3H singlet. The singlet (integration of 1) from a hydroxyl group and the singlet at approx 6.9 ppm from hydrogens attached to the benzene. However, when assembling the molecule, I found that my structure was incorrect as it was not symmetrical, why is it a requirement that this molecule has to be symmetrical?

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  • $\begingroup$ Hydroxyl? I don't think so. As for symmetry, why, you need the trimethyl groups to be equivalent, right? $\endgroup$ Commented Oct 8, 2023 at 7:23
  • $\begingroup$ Looks very much like a Ar-OH hydroxyl to me. $\endgroup$
    – Waylander
    Commented Oct 8, 2023 at 8:11
  • $\begingroup$ On second thought, yes, you are right. $\endgroup$ Commented Oct 8, 2023 at 8:15

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This is a good fit for 2,6-di-tert-butyl-4-methylphenol. See the 1H spectrum here

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