3. For each spectral set on the following pages, you are provided with a 'H-NMR spectrum, a 13C-NMR spectrum and a molecular formula. (In some cases, an IR spectrum is also provided for additional help in determining the compound). Determine the structure of the compound for which the spectra are provided. Draw the structure of the compound in the space below or beside the spectra. 3 points each. note: remember the concept of "accidental equivalence"! Some of these spectra will exhibit accidental equivalence! Spectrum #1: C4H8O2 singlet g 9 triplet quartet 11 10 9 8 7 6 5 3 2 1 0 200 180 160 140 120 100 80 60 40 20 0 ppm com Spectrum 2: C5H13N SH singlet q 2H singlet 2H singlet 1 9 1 5 10 8 7 6 1 2 1 60 3 4 1 0 200 180 160 140 120 100 80 40 20 0 ppm pom Spectrum 3: C7H140 C7H140 triplet at 42 ppm triplet at 33 ppm quartet at 30 ppm doublet at 27 ppm quartet at 22 ppm singlet 200 180 160 140 120 100 80 60 40 20 0 ppm 150 11 pm mm D 4900 1000 2000 INO 1000 NIMENUISERI Spectrum 4: C6H12 12H singlet Cat 10 9 8 7 6 5 4 3 2 1 0 200 180 160 140 120 100 80 60 40 20 0 ppm ppm Spectrum #5: C6H140 # CH10 coubet trist one triplet and one quartet tn plat quartet Note: there are a total of SIX signals in this spectrum: 2 quartets, 3 triplets and 1 doublet 1H singlet 11 10 9 8 7 6 5 4 3 2 0 200 180 160 140 120 100 80 60 40 20 ppm ppm Spectrum #6: C3H10 singlet 6H 9 4H 9 8 7 6 5 4 3 2 1 0 200 180 160 140 120 80 60 40 20 0 100 ppm ppm Spectrum #7: C6H10 (Note: IR spectrum is also provided for additional information) triplet 6 H t quartet 4H 1 2 - - 0) 1 7 1 4 F 8 6 5 3 1 0 200 180 160 140 120 100 80 60 40 20 O ppm pom 100 TP H:HTTi El% 2090 cm-1 4100 2000 B001 LSDO 1000 SDO MINIPI Spectrum #8: C3H100 doublet triplet 3H d d multiplet 2H doublet 1 H multiplet 1 H 13 12 1 100 11 1 40 10 9 8 6 5 4 3 z 1 200 0 180 140 160 120 80 60 20 0 ppm ppm