又w人 H (12) N，30o NH COOH (13)入 (14) +CHNH2+F0△→ =0 (15) Me NaNO2.HCI CucI Me MeO〈》-NH2 3.Identify structures on the basis of provided spectral data and reaction(s)(15 points). (1)Compound(A):Molecular formula:CsHo.ItsH NMR spectrum is as following (2)In acidic methanol,3-oxobutanal is transformed into a compound(B)with the molecular formula CHO.Its'H NMR and IR spectral data:'H NMR 8(ppm):2.19(s,3H),2.75 (d,2H). 3.38(s,6,4.89(t1 H)and IRv(cm1715. (3)Compound(C):CsHO,Its 'H NMR spectrum as following 2H Predict their structures(11) (12) (13) (14) (15) O O Me2CHNH2, MeOH O O O NH3, 300oC 1) NaOH, Br2 2) H3O+ N 1) MeI 2) Ag2O, H2O O O + CH3NH2 + O Me MeO NH2 NaNO2, HCl CuCl NH O O COOH NH2 N O Me MeO Cl OH O NH 3. Identify structures on the basis of provided spectral data and reaction(s) (15 points). (1) Compound (A): Molecular formula: C8H10. Its 1 H NMR spectrum is as following. 8 7 6 5 4 3 2 1 0 PPM (2) In acidic methanol, 3-oxobutanal is transformed into a compound (B) with the molecular formula C6H12O3. Its 1 H NMR and IR spectral data: 1 H NMR δ (ppm): 2.19 (s, 3H), 2.75 (d, 2H), 3.38 (s, 6H), 4.89 (t, 1H) and IR v (cm-1): 1715. (3) Compound (C): C5H10O, Its 1 H NMR spectrum as following. 3 2 1 0 PPM 2H 2H 3H 3H Predict their structures