Question

Write a structure consistent with the molecular formula and H-NMR spectrum. Symmetry is important for many of them to reduce the number of NMR peaks expected. Show all working and explanation

20. CeHN2O2 23. CeH1o (long-range coupling, areas 1:1:2:3:3) 24. CaHeO2 (area ratio 1:2:3) 21. CaHiO (isomer Problem 25, area ratio 1:1:3:3) 25. CHN (area ratio 1:3: 22. CaH10O (isomer f Problem 21, area ratio 1:1:3:3) PPM 2 PPM

Answer 1

Stuctee on the basis deseranctiro 21 ofiramula CHioD DSE= 2 tn3-t2 28 +o - lo + 2] 3 dowle bmds daubie busnds otem whee Nmvalent 3Trivalent atm Tetatvalent amn H NMR(S Ppm) Type of prutrs , 2.2 2H, s, C co) 3.803H, S oCt3) ,8s C2H,d, Ao protums) : c Aumatic pvoto vi s) d 2, eter ased P-sub sthrof arrmat spectn data O CHa(b) Pmethy anis.ole (a) 22 This ComPd s o s er of cmpd- 2 melformwk 8HipC br3E 3 o-10+7) 2 C8 4 daubje bond equivalence Hem chata S, Ppn 7ype of poton 2 2 C 3H 5, CH 3.76 C3H,S, ocim 7-6.824,m. ATomahi prutems G.&1H Amma pvotum ry-7-2 CIH,t. Avomat protom) Base d HNMR Spht rodle e stru cia msuggested is Methyanisole

24 Mol firem ug 22x4 h-n, +2) DBE L 2*3 +o -6+2) = 4 dablebomd Type af pdm H MR ppm) i S,1. C3H, , CA 2-15 C2 H,9, CH2- 1o. SIH , o 2Spirttng Putter tholl6wm sprchel Struetureis sugessied CH-CH--oH Prop foni Gcid 2s Mot rmula DSF =LC 2X3 -+ -9+2 Cb- Mo duuble bond psent Type otss HMR CSPP) S 3H,tCH) a CH2C) 2. GC H, 3.25 C3H,S,N-CH3) 3- 3 CIHS. Na) +h fallu g Shr c 3ased gges ted d CH-CH-N CH Etyi mety l gmine