Question

hnmr spectroscopy

Analyze the spectrums and determine the structures

Please help. I’m really confused with how some of the structures might be.

2) C,HuO 3H fer 4H 0.8 PPM 0. 1.0 1.4 1.2 2.2 1.0 1. 2.0 2.8 2.4 2.0 40 z00a 4000 3000 252e 1500 1720 2202 4) CHo 6H 1H Methylee protos adjacent to chiral centers may not be 1H 1H equlvalent 1.0 PPM 3.0 2.0 0.5 3:5 2.5 1.5 42 28 158e 4000 3500 2500 200 C- of ć-0- 4-C H -C-4 s2e ser Sesct 5) CH,O2 3H 3H 2H 2 0 1.0 PPM 1.5 1.5 3.A 4.0 3.5 48 1500 1000 2500 220T 988 6) CHO 3H Coupling with the proton 2H 1H at 9.7 ppm is not 2H 2H apparent due to a small coupling constant. 2.6 2.4 2.2 2.0 1.8 1.6 1.4 1.2 1.0 0.8 PPM 10.0 9.5 9.0 8.5 8.0 7.5 PP 35as 2000 ta ret et'L82 TT'Tohz 7) CHO2 3H 2H 1H th 1 PP 100 40 1800 3see 2500 1500 4000 8/0T 8) CHo 9H 1N 2H 2H 1H TTTTT PPH 100 35N8 as00 2800 150a 1808 OTT est 56ST

Answer 1

Double bord eaivaleuce is Ctl-H-7tl- 1 Shructu ra - -C- p2H; quintet; t6 ppm CH-C-CH-CH-CH,-CH-CH 3 H; quo tipld; H NMR Analysis of 4H mulhplet; 12- 13 Ppm 3i singlet -2-15 ppm 2t iplet; 240 ppm. udd0.0- l2 Sharp perk at 1710 cm sheching fraumey is due to e-0 GHuO Doubla band eauivchycsCt1-6t1-40. Shucture CHCH CH CH 0-H F; 2 ppm; Singer H NMR GH;doublet; CH3H;doudlet, 12 pp Hy sertet, 3-9ppm CH2-CH LIH; multiplet ud&6-o -stracling Braad pek in IR at 3350 um is ce to 0-H 5 Ctl-H-4t1-1 Double bond eauiyalunce 2 Structire CH-CH-C-0-CH 3H, Singlet; 36 ppm 3 H; tiplet;11 pm 2H; auartet; 24ppm sheelaing fepeney is dua lo Shanp peak at 1743 cn C-0

Ctl-H-6+1-D- Double bard aauivalones 2H;quintet, 16 ppm CH-CH-CH-CH- 2 2 CH -H THi doublet,5 ppm. Structure: 2H,Sextet; 12 Ppm 3H; tiplet,0-9ppm 2H, tiplet, 2-4 ppm sholing Sharp peak at 1726 cu is ducto C-o