Question

propose a reasonable structure with 13cnmr 1hnmr and ir data given

Molecule B The molecular ion is a weak peak at 130 m/2 'H NMR 300 MHz 1.30 1.31 1.35 1.871.94

Answer 1

Molecule 8: The molerular fon is a weak peak at l30 m12 Mt. 130 Accon ding to Rue o thirteen MT 13 130 10 SU- 20+2 4N-H- ul 2 aal 9bulyac2 9c D 10 =2x7+2+N-14 CioHiO :. 16-14 Replace 2 12 Hydrogen one carb0 Two cHy unt turo 024en forty 197 1s-UE M.F From IR-Spechum shreching requeny indicate that 1740 cm conbong frequency o ester sreching beguency C-o 1200 cm1ndicates creching trequency 2goo cmindicates 3

from 'H NMR spectrumo CH3 o.8 Ppm t, 1.g4 73H -CH3 1.1 Ppm, L 1.87 N3H 14PPM CH2-CH3 N2H 1-33 sertet 1.6 PPM 9untet quaatet 30 1, 31 21 -CH2-CH2-CH2- 2.3 PPm -CH2-CH3 21 4.2 Ppm 33 N 24 o-CH2-CH2 Intenshy 1.94+1. 87 1.3S.3) + 130+33 9.1 number o hydrogen for one hydogen intensty 14 Intenshy tor one paoton 0.65 odjecen canbon has two proton NO.3 PPm t -CH3 1 Ppr t 3 H -CH3 indicates protun on neghbouring cenbon is ve Ppm sertet 2 Ppm, qunret, 2H neighbouning cenbon 16 is bouo H-CH2-CH2 chemica shtt incicales cattath 2-3 PPm, quaatet 2H to cepbony ooup. quantel ndieehe canbon on adjecent 3 H

CH2 tiplet chemical shit $odiiates 4.1 Ppm attuch hao eygen Triplet indicetes odjetent tuo proton an adjeent conton 13c NMR= Ppm 174 .0 64.0, 30,9 27.7, 19.3 13.7, 9. DEPT 90 DEPT 13S $27 174-0 N.P. N.P. 0-CH2 64:0 Negaive Negative Negatve Negatre pai Hve pos'hve No peak 30.9 AX N.P --CH2 N.P -CH2 19.3 N.P -CH2 13.7 N.p CHA N.O >CH3 f o peatls, wpoddr 29dmu panto canba ce7 gres nformation about CH DEPT Ro cH spectrum it indicates By above 135 DEPT 10 o pasitive indi e eutes CH1CH 9up CH 1S absent Here at 9-1 13-7 Pasive peak -CH3 ooup elsmm peak or-CH2 GD Negahve oup 19.3, 27.7, 39.g. 60CH2 aup Hene peak at Uaoy i ct 0 ai Whar7 C 1/C C Y

By anoly sing above dato we conclude that the above ganit compound having shucture i CH2-CH3 CH2CH2 [640 4.1 1 CH2 CH2 CH2 - CH3 7 7 Ca7 i9.3] 1-1 D137 a-8 2.3 1.6 [9.17 [30.9 box M 130 me