1. An unknown compound has the molecular formula C,H1O. Its 'H NMR spectrum is shown below (integral values are shown below each peak). Its IR spectrum shows a strong peak at 1740 cm". Determine its structure and assign all peaks on the NMR spectrum. dou: 4(5)+2-10 'H NMR (300 MHz, in CDCI) OR CA, re carloy 6H CHS -CH2 12.8 25.3 CH3 4.2 2 10 nevt ester / Cthers/ al cond s/ CH next 10 0 to CH? 2. An unknown compound has the molecular formula C,H10O. Its 'H NMR is shown below (integral values are shown next to each peak). Its IR spectrum shows a strong peak at 1688 cm". Determine its structure and assign all peaks on the NMR spectrum. dou = 219) + 2-10 -CH, CH, 2. 'H NMR (90 MHz, in CDCI,) = 5 (Arring) 3H -CH3 Pieces -OCH.CH