Treatment of 2,4,6-tri-tert-butylphenol with bromine in cold acetic acid gives the
Chapter 22, Problem 22.30(choose chapter or problem)
Treatment of 2,4,6-tri-tert-butylphenol with bromine in cold acetic acid gives the compound C18H29BrO in quantitative yield. The infrared spectrum of this compound contains absorptions at 1630 and 1655 cm1 . Its 1 H NMR spectrum shows only three peaks (all singlets), at 1.2, 1.3, and 6.9, in the ratio 9:18:2. What is a reasonable structure for the compound?
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