Question

Mass Spectrum (not shown): [M] 259 (100%) m/z IR Spectrum (not shown): 3060, 2985, 1600, 1550, 1501, 1350 cm1 (all listed are strong (s) unless otherwise indicated) H NMR Spectrum (400 MHz, CDCls, 25 'C) d (J 8Hz) d (J8 Hz) d (J-2 Hz) t (J 2 Hz) PPM 2H 2H 2H 1H 6H C NMR Spectrum (with DEPT), proton-decoupled (125 MHz, CDCl,, 25 c) CH) I(CH) (CH) (2 x C) (CH) 60 20 PPM

Answer 1

1 Answer (1) Mass Spectrum data # mto = m12= 259 molecular wergiek ols Compound is 259 odd mass of molecularism indicate Compound ha odd number ols Nitrogen atom (N-rule) (2) IR spectrum data =ch stretching vibrahim bo 30 60 cm' > --strechching vibrahvar band 2985 chose g 1600 crono 1501 cod 4 3 erc in benzene. 1550 min 1350 cm ] 3 Nor group present IH NMR data 6 3.8 ppm (6H, s) = -och Two equivalent. Och groups prescut, 6.5 ppm (t, 5=2rk, 1H) 2 Ho present 6-95ppm (d, J = 2H2, 2H) 9 ye. (6) prese 7-95(d, & H3, 2H) 2 8.40(d, 84, 2H) y th I koth WTH

3) molecular Loormula - Rule os 13 259 - -= n=19, ? n=19 r=12. Co Hnto= Cg H31 l Ruleos 13 13 m.f) 2 But Compound have one nitrogen 4 4- cseygen atom, then remove C5H18, then molecular Lormula - C14H13 N04 Degree ols unsaturahim = (2C+2+N-H) = 2(143+1+1-13 a 2 Compound have g-degree of unsatersations. This indicate presence of two benzene ring in structure. 13 NMR data 8 58ppm a two -o-cth group looppms) sple acts Co 6-95(d) Structure of Compound Toooppm > Sple Le :- NO2 oz 128 ppm =) sp²c ast 124 ppm >> spc ach 129 ppm sp²c =c-h 48.olds : 7.95(d) 142ppmas 6.5(+) 6.95(d) 148ppm a sp² = -(two 160ppm sp2 zc- equideret) 3.8(5)