An unknown compound exhibits the following IR, 1 H NMR,
Chapter 16, Problem 16.69(choose chapter or problem)
An unknown compound exhibits the following IR, 1 H NMR, and 13C NMR spectra. In a mass spectrum of this compound, the (M)+ peak appears at m/z = 104, and the (M+1)+ peak is 4.4% the height of the parent ion. Elemental analysis reveals that the compound consists only of carbon, hydrogen and oxygen atoms. Wavenumber (cm?1 ) 4000 3500 3000 2500 2000 1500 1000 % Transmittance 3420 1742 3URWRQ 105 ?? ?? ? ? ? ?? ? ? ? &KHPLFDO 6KLIW SSP ? ? ? ? ? ? SSP ? ? ? ? ([SDQVLRQ 706 9DQLVKHV LQ '? 2 6ROYHQW &DUERQ 105 '(37 ??? ??? ??? ??? ?? ?? ? &KHPLFDO 6KLIW SSP 3URWRQ GHFRXSOHG ??? ??? ??? ?? ?? ? (a) Determine the molecular formula of the compound. (b) Deduce the structure of the compound.
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