Instruction: (a) Based on the information provided, determine the structures of compounds. (b) Assign all peaks in ¹H and ¹³C NMR spectra of compounds Compound 5: 4000 delalalalalalalalal 100 80 60 IR Spectrum (liquid film) % of base peak 10 40 DEPT 13C NMR Spectrum (50.0 MHz, CDCI, solution) 3000 proton decoupled 200 ¹H NMR Spectrum (200 MHz, COCI, solution) 4.0 9 M+= 89 (<1%) 80 120 160 m/e expansion 2000 3.0 8 v (cm¹) 160 1553 7 2.0 1600 6 200 1387 120 1200 1.0 ppm Mass Spectrum 800 240 280 5 C₂H₂ NO₂ solvent 80 4 0.0 0.5 1.0 1.5 3 absorbance 200 40 UV spectrum 137.0 mg/10 mis path length: 0.2 cm solvent: ethanol 250 λ (nm) f 2 300 0 1 350 8 (ppm) TMS 0 8 (ppm)

Draw the structure of the compound whose spectroscopy data follows: MS m/z (% relative abundance): 77 m/z (40%), 79 m/z (20%), 105 m/z (100%), 154 m/z (21%), 156 m/z (7%) 300 1 M 2400 2400 2200 2000 Waseer" opm)

Can you explain it and show the work.

18. Proton NMR spectra are given together with molecular formula. Propose a structure that corresponds to each spectrum. (Hint: Find IHD first). Assign peaks to show which protons give rise to which peaks 10 10 10 (b) C4H8O₂ Offset: 2.4 ppm (b) C₂H100 9 (c) CsHgO₂ 9 8 8 7 7 6 6 6 5 8 (ppm) OHz 5 8 (ppm) 4 3.08 2.98 2.88 2.78 8 (ppm) 50Hz 4 4 3 2 1 0 0