MW 116First calculate the degree of unsaturation: the result is 0. The compound will
have aring or a double bond.
The compound has an oxygen, but no double bonds, so it must either be an alcohol (-OH)or an ether (-O-). Alcohols are quite distinctive in IR, showing up with a strong, broad bandin the region 3500-3250. Note the broad band at 3391: this indicates that the compoundsis indeed an alcohol. You can also look for the C-OH stretch at 1260-1050.
Think of possible structures
Now we know that the compound has an -OH group, but there are lot of ways that thisseven-carbon molecule could be put together. It could be straight-chained or it could bebranched; the -OH group could be (theoretically) anywhere in the molecule. Let's look atthe NMR to get an idea of how many different hydrogens are in the molecule so that wecan narrow down the number of possible structures.