Question

Find the compounds using NMR and IR:

Problem 85 IR Spectrum (liquid fiim) 1720 1600 2000 v (cm) 800 3000 1200 4000 100 Mass Spectrum 73 140 138 80 No significant UV 60 115 absorption above 220 nm 40 M 194/196 (1% ) 20 CeH1102Br 120 160 200 240 280 40 80 m/e 13C NMR Spectrum (50.0 MHz, CDCI, solution) DEPT CH, Cн, сн! solvent proton decoupled 8 (ppm) 160 120 40 200 80 H NMR Spectrum (200 MHz, CDCI, solution) expansions TMS 20 4.0 1.0 Ppm 4.5 -exchanges with D20 0 8 5 4 3 2 1 10 6 (ppm) % of base peak Problem 119 2105 IR Spectrum (KBr disc) 1511 1343 1200 800 1600 2000 (cm) 3000 4000 100 Mass Spectrum UV Spectrum M 147 101 4 log 60 40 20 Cg H5 NO2 120 160 200 240 280 40 80 m/e 13C NMR Spectrum еxpansion (50.0 MHz. CDCI, solution) DEPT CH, Cсн,! сн 85 80 ppm solvent expansion 85 80 Ppm proton decoupled 8 (ppm) 160 120 200 80 40 H NMR Spectrum (200 MHz, CDCI, solution) еxpansion TMS ppm 775 10 6 5 2 3 1 8 (ppm) 8 8 8 8 8 %of base peak

Answer 1

Problem- 85 2Tndl:cates presence C-co04) IR-172o cm of acid 3000 cm Cbroad) M-194196 MF-CHI, 02 B7 5i fes t un Saturation = DEPT) 3c NMR chos-Three (-CH) 2roupS and one (-crt aup shieldedl H NMR shows dg.7 (s11 #) Confirms acid. 4-2(S11H Above Intormation incc otes following stoicpre HO- -Answer CHa Problem 119 IR- 1343, 1SI1 Cm ind:cates presence No 2105 md: cates presence 2 double bond (3 CNMR- DEPT- shass Three quatrnony Carbons at 148, 130 qh 82 H NNR shass teso oromatic peoks heh indi cates Aromatic $1meticafly Sastifatead Above data inaicats folls:n structure 3.27HCMC ON 8.2 7-6