HINTS for PROBLEM #10

• Find the molecular weight from molecular ion in the mass spectrum
• What functional groups are present from the IR ?
• What type of C=O does the peak at 167 ppm in the 13C-nmr suggest ?
• What do the peaks at 4.5-7 ppm in the H-nmr, at 120-140 ppm in the 13C-nmrand at 1650cm^-1 in the IR reveal ?
• Look at the integration in the H-nmr to make sure
• Use the above to get the molecular formula (make sure it matches the MW)
• What hydrocarbon pieces the H-nmr indicate ?
• Use the H nmr chemical shifts to decide which part is next to the C=O