Question

ICH where CISCH next aliphatic C-H acid aldehyde benzene alkene attached to an COOH| CHO CH =C-H electronegativ e atom bond X-C-C-H X-C-H 12 10 9 7 6 4 3. (8 pts) Please determine the structure based on the given molecular formula and NMR data. For full credit, show your work! Incorrect answers with reasonable substructures will be awarded with partial credit. Calculate the degrees of unsaturation first and enter it in the box shown. (only work on this page will be graded) Hint: Think very carefully about the molecular formula. Make sure you have all of the pieces of the puzzle before putting the pieces together. Molecular Formula: C11H:402 'H NMR* 8 1.3 (.3H) 8 2.5 (t, 2H) Degrees of unsaturation = 8 29 (t, 2H) 841 (q, 2H) 8 7.3 (mult, 5H)

Answer 1

Ntretruvulent Nmonovalent to Degree at unsaturation - (DOU) we don't include bivalent atom eg? OIS = tetravulent utom monovalent atom C H,Fich = So. Aromic formula - 11-14 +1 = 11-7+1 = 11 - - - 5 So. Degree ab un saturation = - Dou = 5 so, I benzene ring and I double bond - Onygen double bond so Carbony, Present CH2 - CH2 - Collhacha

so. In Structure RRRRRRRRRRRRRRR 2.5(t, 2H) x 4.1 (9,20) CH₂ - CH₂ - C - D - ( - (hz 2.9 (t, an) 81.3 (t,an) 87.3 (mult, 5h) So. this is final Structure Chcn. ch-ch₂ - (-0-11₂-lh. in3