Question

Find the compounds using IR and NMR:

Problem 25 2251 IR Spectrum (liquid film) 800 1600 1200 4000 3000 2000 v (cm) 100 Mass Spectrum M 117 80 77 60 91 40 20 CgH7N 200 80 120 160 240 280 40 m/e expansion 13C NMR Spectrum (100.0 MHz, CDCI, solution) 130 129 ppm DEPT CH Cн,! сн! expansion 130 129 ppm solvent proton decoupled (ppm) 40 200 160 120 80 H NMR Spectrum (400 MHz. CDCI, solution) TMS 10 7 6 2 5 3 1 6 (ppm) 8 8 8 8 Problem 26 3373 3290 IR Spectrum (liquid fäm) 800 2000 1600 1200 3000 4000 v (cm) UV Spectrum 100 Mass Spectrum M 107 (log10 2.2) Amax 256 nm 80 60 Amax 264 nm (log10 2.1) solvent ethanol 40 91 20 С-HоN 160 8C 120 200 240 280 40 m/e 13C NMR Spectrum expansion (100 MHz, CDCI3 solution) 129 128 127 ppm DEPT CH сH, сн! expansion solvent proton decoupled 129 128 127 opm 80 200 160 120 40 H NMR Spectrum (400 MHz, CDCI solution) Exchanges with D20 өxpansion TMS 7.2 ppm 7.6 4 0 8 (ppm) 8 7 6 5 3 2 10 % of base peak Problem 28 3325 IR Spectrum (liquid film) 0.0 3000 800 4000 2000 1600 1200 V (cm) 100 Mass Spectrum 104 0.5 80 60 77 78 107 1.0 79 UV spectrum 40 5.815 mg/10 mis path length: 1.00 cm M 122 20 solvent: ethanol 1.5 80 120 160 200 240 280 350 40 200 250 300 m/e (wu) Y 13C NMR Spectrum (100.0 MHz, CDCI, solution) DEPT CH сн,! сн! solvent proton decoupled 200 8 (ppm) 160 120 80 40 H NMR Spectrum (400 MHz, CDCI, solution) expansions expansion 5.0 1.6 1.4 ppm 4.8 ppm Exchanges with D2O 7.5 7.3 ppm TMS 10 7 6 5 4 3 2 1 8 (ppm) % of base peak

Answer 1

Fsob: 25 M.F= Cgtz N Doutle Rod eaniventence CDBE) (8t1)- (7-1 4 peak in aromatic reaion peak indi(ates-Uh 13C e linkedJith electsoneghire atom I peav indilotes HNMR S paaK ih Arouertic Ygim perk foy-CA =/cE N Y22S1 ihdilates 14 SO most prolalLle terteere Prob26 H.F D 13 E 2 13 ci peak fos -C6 Quatehayy 3 peau for peak CAM 2 peak fos exchangable - H 1 pea jndiates -t Linkea wik elecho- hegatire gs oup 6.Ep So, host probable Phrncetense

Prob: 28 MF:3Ho O BE - 9-5 4 13c 1.haternay peaK 3-Peak For arOmatic -Ct 1H:1perK for -CHs doublet 1HPRALLanartet 3 H peaK neaY aromatic Lri So, most probable Staecteure pits C-H