Question

Could you help me interpret some spectra data for an Unknown Carboxylic Acid? Included is a Proton nmr, a zoomed in region of the Proton nmr, Carbon nmr, IR, and mass spec. Chloroform solvent (CDCl3) was used in the nmr.

The second picture included is a zoomed in region of the proton nmr, which was indicated in the first picture. Any tips?

- 9.9080 30.5874 Exp 3 Carboxylic Exp.3 Carboxylic Sample 1 Proton 1 1 0.0759 7.3315 7.3104 7.2914 7.2523 7.0405 7.0221 1- 7.0037 6.9351 -6.9153 0.9881 N:CHM37401\data\ARGONET-kkc21\nme Sample 1 'H-NMR 1.1529 4.6875 0.0891 0.0721 -0.0002 0 (ppm] 6 10 12 14 Trell

$7.6 Exp.3_Carboxylic_Sample_1_Proton 1.0000 - 7.3315 - 7.3104 - 7.2914 10.0759 - 7.2523 1 1 N:\CHM3740L\data\ARGONET-kkc21\nm$

Answer 1

Based on the given Spectral data, the structure of compound could be: H-NMR: Oh orch Home |©=4.6875ppm @ +9.908 ppm (bread singlet, IH) 74,6875ppm ( Singlet, 2H) @+ 6.9351 ppm (doublet, 21) @ 7.310.4 ppm (troplet, 21) l@ 7.0921 ppm (triplet, 114 IBC-NMR: @- 174.5092 ppm ; 064.7944- ppm ; * 157.4060 pm ; &#114.6556 ppm.; © 199.7186 ppm 192.1687.pano 2 129.7186ppma 3200 ~ 2500 mila broad reak» -O-H Stretching 1704 cmt cao stretching. 1599 cmt cc stretching 1236 unt => C-o stretching mass - (mto) Mb. = 152, mlz=107 .. . miz 94 mb-77