Propose reasonable structures based on the available spectral evidence. Be sure to show the evidence and arguments that lead you to your proposed structure.

Question 1

MS: M+ = 134

IR Spectrum (liquid film) 1723 4000 3000 1200 800 2000 1600 V (cm) TH NMR Spectrum (200 MHz, CDCi, solution) expansions LI 9.7 9.5 3.7 3.5 1.5 1.3 ppm TMS I 10 9 8 7 6 5 4 3 N 1 0 8 (ppm) 13C NMR Spectrum (50.0 MHz, CDCI, solution) DEPT CH2 CH3 CHA solvent proton decoupled 200 160 120 80 40 0 8 (ppm)