Mono hydroxy cymenes

Only two of the higher homologous mono-hydroxy phenols will be mentioned. These are the two isomeric mono-hydroxy cymenes, cymene being i-methyl 4-iso-propyl benzene. They are as follows ... 

The proofs for the above constitutions are as follows (i) Thymol yields cymene, i-methyl 4-iso-propyl benzene, by loss of the hydroxyl oxygen by means of phosphorus penta-sulphide. (2) Carvacrol may be synthesized from potassium cymene sulphonate by fusion with potassium hydroxide. Therefore both must be mono-hydroxy cymenes. (3) Thymol by means of phosphorus pentoxide splits off the iso-propyl radical yielding meta-cresol and propylene. (4) Carvacrol by the same reaction yields ortho-cresol. Therefore in thymol the hydroxy group is meta to the methyl group while in carvacrol it is ortho. The following relationships are thus established. 

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