Question

bined Spectra Problems it All Together". itting bined Spectra Problems The ting it all friends, the moment has come... uring the past two semesters, we have talked about infrared spectros- py (IR), 'H-NMR spectroscopy, "C-NMR spectroscopy, and Mass spec- trometry (MS). We've also talked about using information gathered from the mass spectrum to generate a molecular formula and the index of hydro gen deficiency which helps us determine information about our compound when there isn't any available. The moment has come in which we piece all of these together. There are 8 problems in this chapter; each problem comes with an IR, both H. and C-NMR spectra, and a mass spectrum. With this information, you need to do the following for each problem: • Identify all major functional groups in the IR spectra • Identify all peaks in 'H-and "C-NMR spectra • Identify the molecular mass of the unknown from the mass spectrum • Determine the pattern of fragmentation from the mass spectrum • Determine the Index of Hydrogen Deficiency • Determine the structure of the unknown compound, You will need to do your work on a separate sheet of paper. While you can write on the spectra, your TAs will grade your written work. Good luck!!

Answer 1

120 9 moleculen Jan mest m/q= 134 According 13c- Rule 13) 1Bulloon mif- en that -C10H0+4 - Clohiy fram. Ir peek at a 1700 mit on dicetes presence do -&- moleuter formule with one oxygen at an I GOH 4- Chu (O) = Calhool Degree ch unsaturdiana (C+1-H24N/X/2/ =9+-10/2 = 5 * 3100 unt * 1700 uit 1600-1400 W =C-H 1c=0 Ś CC TH-NMR: m ? Two band peeks at 7.5-8-oppm Aromatic prostars ET e Triplet s quantel - - CH₂ - CH3 Heus, the possible strenture in coleth-cthy C Hom: mi? -H3 Camo mi = 134 24 (4) 3.0 Ć - CH₂ - CH2 TNM 20d) ... 8.0 374) 13. ENMR 029 170 - c- cl₂rll3 200 30 128 10

6 wlz= 101 y odd noleuter mest - andilety 'N' at an 13) 2017 en 91 mif- Cnther 10 cr - Cq Hq+10 CHF moleule formule with one Nitrogen C7 Hip - CH₂ (N) = CG HSM x Degree of inscturdian =C+1-41+N/ 26+1-13 + Y - 7-2 *DR: 22950 - sp3-C-H only two pecke an 1366 'Hame Heur, the possible struiken is r alt eda Cohin miz=101 TH-NMR. but 6 12 3-6 - N CH3 a 2 -6h(s) utzal 24 atz 94(5