Treatment of compound P with BH3 followed by H2O2/NaOH

Chapter 13, Problem 13.22

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Treatment of compound P with BH3 followed by H2O2/NaOH gives compound Q. Following are 1 H- NMR spectra for compounds P and Q along with 13C-NMR spectral data. From this information, deduce structural formulas for compounds P and Q. C7H12 1. BH3 2. H2O2, NaOH C7H14O (P) (Q) 13C-NMR (P) (Q) 132.38 537 10 9 8 7 6 5 4 3 2 1 0 ppm Chemical Shift ( ) C7H12 Compound P 4H 2H 4H 2H 10 9 8 7 6 5 4 3 2 1 0 ppm Chemical Shift ( ) C7H14O Compound Q 1H 13H

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