Question

3. (3 pts each) write correct answers on the right column Answers: Circle a carbon (or carbons) possessing homotopic hydrogen atoms Circle diastereotopic fluorines F-C-C-H H-C-C-H F CH3 F CH3 How many different absorptions are observed in the 'H NMR & CNMR spectra of the molecule in the left column? H NMR: 3C NMR: НН CH3 CH3 H C The NMR spectra of the compounds Cl-C-CI consist of a single resonance. Arrange the compounds in order of increasing chemical shift with the smallest first C- CI-C C-ci CI H CI--c CH3 CH3 (smallest -1) Draw the NMR spectrum recorded in the following abbreviated form: 8 3.98 (2H, d,J-7Hz); 6 5.87 (1H, t, J-7Hz); 5 0 10 Write a Lewis structure of (C2H3Cl3) that gives the above NMR spectrum Name: Page 3 of9

Answer 1

3. (Q) PM in the above structure, there 2s n0 any homo topic y ro?o prei ast the two nydrogens one homotopic, they can interchange positions by notation around a simbLe

F F2 . No anu axis pre sent But a tlane f blw FI and F2, reseut Fı F2 ane enanti otopic in nature checki no any Cnax sentSo, enantio topic in present but plane F n ature

C- 2 F CH 3 no any Cn axis 。 F 2 lane .bres ent CCH F H F and F2 ane dliaut enee topic in nature .F ,F3f F2, F ae consti tution o rn I F f- CH 2 F no anY lane or axix present w Fand F2 So, F andF ane diastoreotopic in nature

b a eH2-CH3 d H H NMA signel (aksoxptions) (ol) order of increasing chemicef НН CH3 CH3 -C-cf

lo e 76S 43 21 0 (3.9 m, a нь S-07 s-87 Ppn