Question

10. Which compound is likely to have the following 'H NMR spectrum (integration is not given)? 64 Singlet 2 quartet 1 triplet a) CHOCH.CH c) CH3OQCH.CH d) CH3CH2CCH.CH 11. Compound W has the formula CsH10. a) How many units of unsaturation does w have? Show your work b) The 'H NMR spectrum has the following signals: 1 H a 9.5 singlet 9H a 1.0 singlet What is the structure of W? Partial credit for anything you can say about the structure 12. Consider these two isomeric structures Br X = B- CH a) How would you use 'H NMR to distinguish between X and Y? You don't have to describe the whole spectrum of each, just some distinctive signal(s) that one compound has and the other doesn't T wo capov world here quite different H NMRS Compand I would have two doublets at different 8. b) How would you use C NMR to distinguish between X and Y? You don't have to describe the whole spectrum of each, just some distinctive signal that one compound has and the other doesn't of e compound 1 would be distinguished by C NMR Come a peak at around 2008 due to carbonyl group. aperk below tool 8 due to two equivalent carbons neighboring the wing the carbonyl and three others peaks si roated betwend and Hof Atribute o and hof attributed to alkone

Answer 1

534 (singlet) - Tuis indicate \' attached with corrbon atom having electronegative axygen atom H! 8 there is no neighborio 622 (2ceartet) This indicate proton homing three neighbour a non-equivalent proton. 321 (triplet) - Tuis indicate proton with a neighbour non-equivalent ordin. @ ciz-o-cruz There are 3 kinds of coroton & the signal for 4a & Ho appear at large s e ralel. B. rolul. But in the stren question there is only one lange s race. So it is wrong 6 cuz-"-o-estilling → Here though the signal for Ho appear at s ~ 4 but it appears of quartet not the singlet. So this is also wrong. @ chis cu 2-c-chang » There are only a kind of spooton so I toom not the signal alll appear three. So this is also not and answer. o cun-orange this is the correct choice. As it contains 3 signal. and also the signal of ha appear at and also high singlet s-racue f it satisfy other also condition too. correct answer © cnz-o-c-un eta @ W2 C5H100, Units of unsaturat'ın No. of (+1)-H + -1/2 [x halogen) = 6-521 [ Here 28) 6 Signal at sal with 9H integration indicates 3 methyl Agai'n signal at 6:9.5 with IH one double bois equivalent indicates aldehydis ' Hatem. Hence the formula i to w Wc-l-e-H 12 Y HEHA ( uning » Br 12. In Home spectra it will give 3 ségual one for senziyllic '4' and another too for aromatic H'S Hd T u rg Ho To It give 5 signal and one for benzyllic 'kle (He) and another 4 for aromatic ti can be easily distinguished by HNMR. So 2 2 © 6 - it will give 5 signal Ho Sha appear as 2H In 13e NMR spectra and the signal for integration Br & 7 signal & all appear as well in Be NMR whereas this gives as it integration specha.