Determine the structure of the molecule for this set of data. Map each data to the structure. Rationalize each piece of data. An unknown compound exhibits the following IR, H NMR, and 13C NMR spectra. In a mass spectrum of this compound, the (M)*° peak appearsat m/z= 102.1, and the (M+1)*° peak is 5.6% the height of the parent ion. Elemental analysis reveals that the compound consists only of carbon,hydrogen and oxygen (2) atoms. HDI = 1.+•22 23 24 2526 2,72,8 2.9 31003,5오 1912 13 14 15 16 17 18 19 21 23 25Fo.o4.4.55,5119005% 80-0.1R 700.2N 60-0.3R400.4-o.SE-0.6N 302010F1.0ol4500 4400 4200 4000 3800 3600 3400 3200 3000 2800 2600 2400 2200-2.040020001600WAVENUMBERS1800140012001000800600An unknown compound exhibits the following IR, 'H NMR, and 13C NMR spectra. In a mass spectrum of this compound, the(M) peak appears at m/z = 102.1, and the (M+1)“ peak is 5.6% the height of the parent ion. Elemental analysis reveals that thecompound consists only of carbon, hydrogen and oxygen (2) atoms. HDI = 1.1.001000.900.706 500400 400.300.20a 100010090706030201000 45180OKSAVEOKSAVEDEPT 135: "200ppm +; "4QRRmi ^25ppm +, "20ppm +. DEPT 90: 200ppm, "25ppm;HNMR -Peaks "9.8ppm (1H, s), 2.3ppm (1H, m), 2.1 ppm (2H, d), 1.1 ppm (6H, d)*TAANSMITTANG

To analyze the compound from the given data sets:

An unknown compound exhibits the following IR, 1H NMR, and 13C NMR spectra. In a mass spectrum of this compound, the (M)** peak appears at m/z= 102.1, and the (M+1)+• peak is 5.6% the height of the parent ion. Elemental analysis reveals that the compound consists only of carbor hydrogen and oxygen (2) atoms. HDI = 1. 22 3 RA RA RAR 19 10 WAVENUMBERS

An unknown compound exhibits the following IR, 1H NMR, and 13C NMR spectra. In a mass spectrum of this compound, the (M)** peak appears at m/z= 102.1, and the (M+1)+• peak is 5.6% the height of the parent ion. Elemental analysis reveals that the compound consists only of carbor hydrogen and oxygen (2) atoms. HDI = 1. 22 3 RA RA RAR 19 10 WAVENUMBERS

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter14: Mass Spectrometry

Section: Chapter Questions

Problem 14.29P

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