7. The IR and the 'H NMR spectra of an unknown with a molecular formula of...

                 

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7. The IR and the 'H NMR spectra of an unknown with a molecular formula of C8H1sNO₂ are shown below. The questions that follow will guide you in the determination of its structure. 25 26 27 28 29 3 100 90 80 70 60 50 30 20 10 NICOLET 205X FTR 14 15 16 17 18 19 21 22 0 4000 3800 3600 3400 3200 3000 2800 2600 2400 2200 2000 1800 1600 1400 1200 1000 600 WAVENUMBERS F D 7 6 5 D C B 3 2 A a. Determine the degree of unsaturation. Show your calculation. (1.5 pts) 0 b. Analyze three significant bands in the IR spectra and conclude on the existing functions. (3 pts) c. Analyze the 1H NMR spectral data in the table below. (4.5 pts) Signal 6 (ppm) Integra -tion Multi- Comments plicity A 1.95 3H 11 S B 2.30 HO 6H S C 2.62 2H t D 4.26 2H t E 5.56 1H HT d FL 6.11 1H d d. Draw the final structure of the unknown in this box below. (3 pts) Final Structure 7. The IR and the 'H NMR spectra of an unknown with a molecular formula of C8H1sNO₂ are shown below. The questions that follow will guide you in the determination of its structure. 25 26 27 28 29 3 100 90 80 70 60 50 30 20 10 NICOLET 205X FTR 14 15 16 17 18 19 21 22 0 4000 3800 3600 3400 3200 3000 2800 2600 2400 2200 2000 1800 1600 1400 1200 1000 600 WAVENUMBERS F D 7 6 5 D C B 3 2 A a. Determine the degree of unsaturation. Show your calculation. (1.5 pts) 0 b. Analyze three significant bands in the IR spectra and conclude on the existing functions. (3 pts) c. Analyze the 1H NMR spectral data in the table below. (4.5 pts) Signal 6 (ppm) Integra -tion Multi- Comments plicity A 1.95 3H 11 S B 2.30 HO 6H S C 2.62 2H t D 4.26 2H t E 5.56 1H HT d FL 6.11 1H d d. Draw the final structure of the unknown in this box below. (3 pts) Final Structure