HINTS for PROBLEM #2

• Find the molecular weight from molecular ion in the mass spectrum
• What functional groups are present from the IR ?
• Count the number of types of C in the 13 C-nmr
• Look at the integration in the H-nmr
• Use the above to get the molecular formula (make sure it matches the MW)
• Use the coupling patterns in the H-nmr to identify the hydrocarbon "pieces"
• What is the 1H, singlet in the H-nmr ? (what did the IR show ?)