Question

practice quiz

1. (3 pts) For each of the following compounds, indicate whether the two protons shown are homotopic, enantiotopic, or diastereotopic. 2. (8 pts) Indicate the number of signals each of the following compounds would show in their 'Hand C NMR spectra: OME 'H__ _ H__ __ H__ __ H__ "C 3. (10 pts) For each of the following compounds, determine the multiplicity of each signal in the H NMR spectrum: la xiu ood ex gx x x 4. (6 pts) Explain how you would use 'H NMR to distinguish between the following pairs of compounds: 5. (4 pts) Draw the structure for a compound with molecular formula CsH100 that exhibits the following 'H NMR data: 1.098 (6H, doublet) 2.12 8 (3H, singlet) 2.58 (1H, septet) 6. (4 pts) A compound with molecular formula C10H3004 produces a 'H NMR spectrum that exhibits only two signals, both singlets. One signal appears at 3.9 ppm with a relative integration value of 79. The other signal appears at 8.1 ppm with a relative integration value of 52. Draw the structure of the compound

Answer 1

Question is solved using basic concepts of NMR.

Salution- Porres Gaxio betuaren hydrogen third pay we C2-axis present G-axie absent → Hetewtopic - Нощьоріс Diasterotopic . enaudiotopic + Kelolobic az euauti otopic Homotopic bon Heterotopic + Diastereolepic 2- at 2 there is chiral center here che - have non equivalent H Il signal = 7 130 signal 25

OM + there 18 plane of symmebey Il sigual = 4 te squeel z 6 dicasterotopic bucken - la sigual z 7 sigual Be signal = 7 signal IMUL212ULLI WILL There is plane of symmetry In signal = 2 to signal zz Total signals in LUNMR = 4 tos tion I . foosition 2 foritten 3 position't + + + multiplicity - 2x0XL +1 z 1 Csinglet) multiplicitly z 2x0x4 +1 z 1 (singlet) mceltiplicity z 2X384 +z 4 (Quartet) multiplikty z 2%2XL + z 3 (triplet)

Tolat 1HNMR siqbal all Ch₂ gecoup attached at 7 are equivalent Heuer holdrogen of Cho groups are equivalent chance show only & signal with multiplicity > 2x0X[ +1 = f (se uglet) at position 6 → maltiplichty z 2X2X1+1 2 3 [suble) at position 5 → mweltiplicity = 2X2x} + 1 = 3 (Buikeet) at position 3 > multiplicity z 2X1X,+) 22 (doublet) V ☆ one og sigual with a Chy gf attended at fosition -2 que equivalcet leven sluo euela multiplicity = 2X1X1+1 z 2 (celolet) at position 2 → multiplicity z XX2X1 + 23 (touplet) LUNMR spectrum show 2-singlet dut to position THAMR slow signal without singlet LLC Band ②.

and a and the Hattarted at position @ Show Bigual at about 1.9 = 2.0 ppm H attached at position sigual at about @ Show 3.9-4 obt X → Show only and 1-sigual couglet) X hallow the squale. one is quodet (multiplet) and other 18 doublet (5) melecky formula z (54100 1.098 (GH, doublet) indicate that - Cu = 2.128 ( 34, Singlet) rudicate thact - Hence our strand we is CME IIIII

6 molecular formula e GoHo Of D.U z 22-10 2 12 z 6 & THNMR spederum show only two sigual that means thelle 18 orley teoo fypes Vof Hydrogen. We cau draw och h 3.9 ppm 8.1 ppm c-Ocm 3 (1)