Question

spectral problem its all one problem

1) identify the compounds for each group of spectra (mass, proton, carbon and IR)

2) assign the proton and carbon and IR spectra. identify at least two possible fragmentation on the mass spectrum

#12 HINT FOR PROTON: The Hat 6.5 ppm is adjacent to 2 H of different types (not 3 H of the same type). 10 1Н 1н Тінін | 180 140 40 200 160 120 100 200 80

Answer 1

Given % 0 0 C 33.3 Is 62.5 33 2 dividing with 62.5 at atomic weight 2.08 t = 5.20 9.08 dividing with least no: 5.2 2.08 4.2 2.08 2.08 9.0 = 9.5 multiplying with 2 to get whole number, we get : molecular formula of the compound - C5 HAO. 6-2=4 DBE = 5 DBE '4 indicates the presence of 3 double bonds 8 1 ring.

NMR (8) Inference 9.6 (5, 1H) indicates the o preserice of - C-H group. 6.6, (1H, m) 7.2 (1H, m) $ 7-6 (1H ,m) indicates the presence of three aromatic protons. ( typical of AMX pattern). IR Inference. com') 1700 cm indicatos - Č strech of an aldehyde. 2850 cin 82810 indicates the weak C-H Strech of an aldehyde 3000 cm Calt strech of the cocomatic compound The structure of the compound is thus FURAN.2- ALDEHYDE

C-1 8 179 C-2 1 8 153 C-3 8121 c-4 6 112 8 148 Mass Fragmentation LO' 7+ Mlz 96 (base peak) + H-630