OH P(Cat.) 1)Mg,EtOEt (+) 3H6 10. 3. (1)Compound A(CoHO):'H NMR:8(ppm)1.25(t3H),2.57(s,3H),2.70(q.H),7.20 (d,2H),7.70(d,2H).A will produce 1,4-benzenedicarboxylic acid under the oxidation with KMnO.Please predict the structure of compound A. O O 0人 (4)Compound D (CHO)is a thermal stable compound.Its C NMR data:824.26.41. 212ppm.Compound D(CH)reacted with NaBHto produce con ound E.which compound under reuxing in the presence of sulfuric acid.Compound (CH):C NMR:2,24.5,126 ppm.Please predict the structures of compounds D and F. D 2 6. 7. 8. 9. 10. OH O P (Cat.) Br2 O 1) Bu2CuLi 2) EtI O HCO3H PhCH2Cl 1) Mg, EtOEt 2) CO2 3) H3O+ CO2H 1) SOCl2 2) AcOH O O OH O Br (+) O (+) PhCH2CO2H O O O 3. Identify the stereochemical relationships of the following structures (20) (1) Compound A (C10H12O): 1 H NMR: δ (ppm) 1.25 (t, 3H), 2.57 (s, 3H), 2.70 (q, 2H), 7.20 (d, 2H), 7.70 (d, 2H). A will produce 1,4-benzenedicarboxylic acid under the oxidation with KMnO4. Please predict the structure of compound A. O (2) Compound B (C8H10): 1 H NMR: δ (ppm) 1.20 (t, 3H), 2.64 (q, 2H), 7.10-7.30 (m, 5H). Please predict the structure of compound B. (3) Compound C (C3H6O): 1 H NMR: δ (ppm) 1.10 (t, 3H), 2.47 (dq, 2H), 9.78 (t, 1H). Please predict the structure of compound C. O (4) Compound D (C6H10O) is a thermal stable compound. Its 13C NMR data: δ 24, 26, 41, 212 ppm. Compound D (C6H12O) reacted with NaBH4 to produce compound E, which generated compound F under refluxing in the presence of sulfuric acid. Compound F (C6H10): 13C NMR: δ 22, 24.5, 126 ppm. Please predict the structures of compounds D and F. O D F