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Answer 1 · 2015-09-24T13:37:31

The five aromatic isomers are anisole, benzyl alcohol, and o-, m-, and p-cresol.

Your compound has an "unsaturation value" of 4.

That means it must have four rings and/or double bonds.

I immediately think of a benzene ring, which has one ring and three double bonds.

There are, of course, many other non-aromatic possibilities, but there are too many to include here.

A. Monosubstituted benzene ring

The phenyl ring is $"C"_6"H"_5$ , so the rest of the molecule is $"CH"_3"O"$ .

The only possibilities are $"–OCH"_3$ and $"–CH"_2"OH"$ .

One possibility is anisole

The other possibility is benzyl alcohol

B. Disubstituted benzene ring

A disubstituted benzene is $"C"_6"H"_4$ .

The other substituents must be $"CH"_4"O"$ .

The only possibility is $"–CH"_3$ and $"–OH"$ .

The compounds are o-, m-, and p-cresol.

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