Question

In the boxes below, provide the structure of the compound that corresponds to each set of spectra on the next 5 pages. Be sure to show your work on the spectra for full credit. Account for all numbered peaks in the IR. In peaks if necessary. Assign all NMR spectra as completely as possible: number of NMR signals, integration, chemical shift, and splitting the mass spectrum, determine degrees of unsaturation and label 4 IR Spectrum 3000 2000 1 1600 1200 UV Spectrum A,m 243 nm one 1.9) mx 248nm (oyoE 2.1) 100 79 108 Mass Spectrun 2m243 max 258 nm max 284 nm 009, 2.1) 40 80 120 160 200 240 280 olvent: ethanol m/e 13C NMR Spectrum (100 MHz, CDClh solution) 129 123 127 pon 129 128 127 proton deocoupled 120 80 40 Ο 0 8 δ(ppm) 200 160 H NMR Spectrum (400 MHz, CDC, solution) Exchanges with 78 74 7.2 ppm 0 δ(ppm) 7 10 9

Answer 1

2 IR 3300 cm-1-7 - ас H NMR PP m 13 -NMR PPm 65 Methy lene caiban da 2.5 Singlet H C 4.8 SingletaHa