Question

practice quiz

(15 pts) Draw the structures of the compounds that produce each of the following 'H NMR spectra and label the protons in the structures with their corresponding signals in the spectra (a, b, c, etc.): 7. сHhao Зн triplet 2H quartet 2H Зн multiplet multiplet d c b 2 0 11 10 4 CH40 6H doublet 1H septet b a 11 10 8 6 4 1 CaHBr Note: the two signals at 6 ppm are really doublets, but appear as singlets because the coupling constant is so small 2H 1H 1H C b a 11 10 8 6 4 1

Answer 1

Cg Hoo Cзноо tripled SH quunteti multiplate multiplet dc b : 0 12 " 10 9 8 7 6 5 4 3 2 0 S.uz 2 xc +24N-HX. 2x9+2-10 2 05 1.2 ppm 3H triplet – – CH3 indicates - CH3 group & briplet inclicate adjecent proton bay earbon having por two proton, HAC- CH3 a 1.2 ppm le 3.0 pom quartet 24. RH proton signal indicate – CH2 group quartet indicate codjecent a neighbouring corrbon having three proton, chemical shirt indicates it attach - CH2-CH3 to carbonyl group. Ortho proton shows higher chemical shift because substituent is electron with drawing group. ca CHB EN1.2 ppm CHRI &NBoppm HE I N8 Oppm multiplet d) ~ 7.5ppm multiplet сс)

2x7+2-16 2x7+2-16 = = -01 CH2o. → solu= 2XCARAN-Hard ③ wl1, doublet 6H N2.8 - septet - 14 By given spectra proton stag signal for two proton By given spectra for two types of proton. one for six proton and one for one proton total seven proton. But molecuar formula haring 14 proton. we can says molecuse haring symmetry. Chemically & magnetically equivalent proton. sit pom, doublet , BH, GH - inclicates RX-CM3 doublet - inclicates adjecent carbon harina & proton ire сиз -CH HR H3 .2.8 ppm, Septet, 14. 14 proton indicates – de septer indicate adjecent carbon haring GH. 2.8 ppm indicates aftuch to carbonyl or spn carbon. .: By anolysing duto the given molecwer formula having structures (H3 tl.1ppm Heer - cH' HC a 2.8 ppm CH3 plane af symmetry

знако Sill= 2x(+2+N-H-X 2x3+2 to-4-2 2 Mote. The two signal at Noppm are really cloublets, but appear as singlets because the coupling constant is so small, @ N 4.2 24 6 Br 5 .6 , 1H doublet (T- small N6.0, 1H doublet (to small ? coupling constant ir small indicates its geminal coupling two signal at us. pposits spr carbon. 5.5ppm H. @nooppm - H N4.2 ppm @ Attach to hetero atom for and 7 attach to sp2 -carboni chemical shift value is N4.0 ppm 3 1