Question

Need help with with NMR practice problem in my Organic Chemistry 2 class. Having a ton of trouble and I'm going to be tested on it soon. Thank you!

1. This 1H spectrum exhibits resonances at the following chemical shifts, and with these integrated areas: Shift (ppm) Area 11.8 1.01 2.20 1.92 1.46 1.91 1.22 1.91 0.78 3.00 Analyze the following NMR spectrum for a molecule with the formula CsH1002. SHOW YOUR ANALYSIS FOR CREDIT. Assign all peaks! Triplet @ 0.78 ppm Multiplet @ 1.46 ppm VM Multiplet @1.22 ppm Triplet @ 2.20 ppm

Answer 1

mdecular formula =(5H1002 Degree of unsaturatron = 2c+2 +N-X-H C= No.of corbon, Na No-8 Nitrogen, x= No-f halogen, H=Nlo af tydhoger Degnee f unsatu ratron = 2X5+240-0-10 10+2-10 > This uncmoum campand contain one degree of umsaturation. It may be a ring x a doulle bond. =) Eunthime spectrum, CIH,S) at 1-8 ppm indicates the pressence of tunacid group in Hthe ndeeile . coolt -) Eu H Nme Spectreum, (2Hrt) at S: 2.20 ppm indicates thsat the two protons allachud to + CH2-CH24 type indicates comictiuity. The two protons valuu d: 2.20 ppm it allached to acid group. Ho–CHICHIT S:2-20ppen, e en HI NMR spectrem, (3H,t)atf;0.78 ppm it altached to +CH27 goorup. [+CH2CH3] aund it f:0-78pem indicates atla chid carbon. D Ru HINMR spectrun (2H, m) or (2H, quentet ) at d: 1.46ppm inclicates , the two protons allachad to 4 porotens.8t may be F CH2-CH2-CH24 7-4Ь РРoa 2) En HlNme gpectrum(2H met) or (2H, eatet )atf:1.22pm indhicates ta two protons altached to s pootons. &t may be ţ CH2- ÇH2- CH3 81:22 ppm The umtnaun comprund i3 pentanoic acid HfC- Gut2-C42-64e CIHIS) Broad (3Hrt) (24, Sole) 2H,94H4)(24,t ) S:!:22 8: 14b 8i 2.20 Ppm f.ll.8 Ppug d: 0.78 ppm Ppm