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Determine the molecular structure of this from the given IR, NMR, and Mass Spec data? Thank you! 4000 100 80 60 40 20 IR Spectrum

Determine the molecular structure of this from the given IR, NMR, and Mass Spec data? Thank you!

Problem 97 IR Spectrum 1766 685 (KBr disc) 800 1600 200 4000 3000 2000 V (cm) 100 Mass Spectrum UV Spectrum 138 max 235 nm (log10& 4.1) 43 max 265 nm og108 3.0) 40 M 180 solvent ethanol 20 C9H8O4 40 80 120 60 200 240 280 m/e 13c NMR Spectrum 00.0 MHz, CDC3 solution) DEPT CH2 CH, CHA solvent proton decoupled 0 8 (ppm) 200 120 160 80 H NMR Spectrum 400 MHz, CDC solution expansion exchanges with D20 8.0 7.5 7.0 ppm 11.0 0.0 8,5 TMS 100 (ppm)

4000 100 80 60 40 20 IR Spectrum (KBr disc) % of base peak him 40 exchanges with DO 10 13C NMR Spectrum (100.0 MHz, CDC), solution) 3000 DEPT CH CH CH www proton decoupled 43 H NMR Spectrum (400 MHz, CDCI, solution) 11.0 10.0 I 9 200 80 120 2000 121 I 8 1766 v (cm) 160 138 m/e 160 I 7 1685 1 1600 M+= 180 200 I 6 120 1 1200 14 8.5 8.0 7.5 expansion 240 Mass Spectrum 1 1 800 5 CgH8O4 280 solvent T 80 7.0 ppm 1 4 I I 3 Problem 97 UV Spectrum max 235 nm (log10 4.1) max 265 nm (log08 3.0) 40 1 2 solvent: ethanol 0 1 8 (ppm) TMS 1 1 0 8 (ppm)

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