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1. Propose a structure consistent with the following ' H NMR spectrum and 13C NMR data (C1HoNON). Assign the 13C NMR signals in the spectra.

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1. Propose a structure consistent with the following ' H NMR spectrum and 13C NMR data (C1HoNON). Assign the 13C NMR signals in the spectra. What peaks in the IR spectrum would you observe in order to confirm your proposed structure? Propose a chemical structure for this unknown that is consistent with this information. Provide structures for each of the following unknown compounds in the space provided. An unknown organic compound has the molecular formula C11H14O2. Given the following spectral data provide a structure for the unknown that agrees with these data. 'H NMR: 2.50ppm(s,3H),2.75ppm(L,2H,J=7.2Hz),3.30ppm(s,3H),2.52ppm(L,2H,J=7.2Hz),7.37. 7.76ppm(m,4H) 17C NMR: 26.6ppm,35.3ppm,59.3ppm,73.0ppm,126.0ppm,127.7ppm,128.5ppm,132.1ppm,139.1ppm, 139.2ppm,197.0ppm Infrared Spectra: 1730cm1,760cm1,690cm1 An unknown organic compound has the molecular formula C12H11O2. Given the following 1H and 13C data, provide a structure of the unknown molecule. 'H NMR: 1.20ppm(d,6H,J=7.0Hz),1.29ppm(t,3H,J=7.1Hz),2.87ppm(septet,1H,J=7.0Hz),4.30ppm (q,2H,J=7.1Hz),7.41ppm(d,2H),7.97ppm(d,2H) 13C NMR: 14.1ppm,23.3ppm,33.2ppm,60.9ppm,126.0ppm,127.3ppm,129.6ppm,155.7ppm,165.9ppm A chemist produces a new compound with the following spectral characteristics and a molecular formula of C11H14O3. Provide a structure for the unknown compound consistent with the following IR, IH1NMR,13C NMR data. 'H NMR: 1.32ppm(t,3H,J=7.0Hz),3.30ppm(s,3H),,4.09ppm(q,2H,J=7.0Hz),4.63ppm(5,2H),7.10 ppm(m,2H),7.83ppm(m,2H) 3 C NMR: 14.8 ppm, 57.2ppm,64.6ppm,81.2ppm,126.1ppm,129.4ppm,129.7ppm,163.8ppm,198.3ppm nfrared Spectrum: 1740cm1,810cm1

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