Question

7 Problems Fall 2019 Problem 5 IR Spectrum 4000 3000 2000 1600 V (cm ) 1200 Mass Spectrum TTTTTTT So base peak 171 M CHOO 40 80 120 160 200 240 280 13C NMR Spectrum (20.0 M CDO, HCH -CH proton decoupled solvent 200 160 120 80 40 0 S (ppm) 'H NMR Spectrum (100 MHZ, COCI, solution) expansion of 400 MHz spectrum 20 HZ 2.31 10 9 LLLLL 8 7 6 5 4 3 2 1 8 (ppm)

Answer 1

tout Good Luck Page No Date IR data - 3000 cmt → Indicate presence of c-y stretching - frequency 1715 cm - Indifare spetching frequency - of carbonyl group of taldehyde Mass specta mt peak at 86 If fragment peaks observed at 71,58, 44 m/2 value PcHMR :- | Peak at 205 ppm indicate presence of carbonyl group. Ppeak at 21 is for Chy, 50 ppm for CH2 & | 22 ppm for GH group. so there arče 4 different carbons present • 4 NMR - lo.gg ppm ( doubler, 6H) → Indicate presence of Cuma group 12.21 8(multipler, 1H) Indicate presence of -CH group having more than 4 - neighbouring caabon protons attached 2.31 (dd, 24) 7 Indicate presence of cho 9.75 14 7 Indicate presence of - nadzo group of aldehyde 0 molecular formula: 54100 Isites of unsaturation = (Cnt) Hn cn- hamber of carbon , Hn Number of hydrogen . s.o.U. 2 (5+1) 1 a 6-5 =o1 C .S.O.U. 2011 2

Page No. Good Luck Date Date By considering given oɛganic all above compound of data structure is - 1715 cm? 2.21 8(m) CH₂ CH - CH2 C-HK 9.75 (6) (bipler) ogg 816h a 2.31 da)