1. A compound composed of carbon, hydrogen & oxygen has a molecular ion at m/z=112 amu in its mass spectrum. The base peak is at m/z=28 amu. The infrared spectrum shows strong absorption in the 2850 to 2980 cm-1 region, and very strong absorption at 1717 cm-1 . The 1 H nmr shows a single sharp signal at δ = 2.7 ppm, and the 13 C nmr has two signals ( δ = 37 & 208 ppm ).
2. A compound composed of carbon, hydrogen & oxygen has a molecular ion at m/z=90 amu in its mass spectrum. The base peak is at m/z=45 amu. The infrared spectrum shows strong absorption in the 2840 to 2980 cm-1 region, and very strong absorption from 1105 to 1125 cm-1 . The 1 H nmr shows two sharp signals at δ = 3.40 & 3.55 ppm (intensity ratio 3:2 respectively), and the 13 C nmr also has two signals ( δ =59 & 72 ppm ).
3. A compound used as a moth repellant has three molecular ion peaks at m/z=146 (100%), 148 (65%) & 150 (10%) amu in its mass spectrum. A pair of smaller peaks are seen at m/z=111 (34%) & 113 (11%). The infrared spectrum shows sharp absorption just above 3000 cm-1 region, and also at 1480 cm-1 . The 1 H nmr shows a single sharp signal at δ = 7.2 ppm, and the 13 C nmr has two signals ( δ =133 & 130 ppm ).