Cymene Explained

Cymene describes organic compounds with the formula . Three isomers exist: 1,2- 1,3-, and 1,4-. All are colorless liquids, immiscible in water, with similar boiling points. They are classified are aromatic hydrocarbons. The bearing two substituents: an isopropyl group and a methyl group.[1]

Cymenes
Namep-Cymene
Structural formula
CAS number527-84-4 535-77-3 99-87-6
melting point-71.54 -63.75 -67.94
boiling point (°C)178.15 175.05 177.10

Production and reactions

m- and p-Cymene are prepared by alkylation of toluene with propylene:

These alkylations are catalyzed by various Lewis acids, such as aluminium trichloride.

m- and p-Cymene are mainly of interest as precursors to the respective cresols, which exploits the Hock rearrangements.[1]

Notes and References

  1. Book: 10.1002/14356007.a13_227.pub3 . Hydrocarbons . Ullmann's Encyclopedia of Industrial Chemistry . 2014 . Schmidt . Roland . Griesbaum . Karl . Behr . Arno . Biedenkapp . Dieter . Voges . Heinz-Werner . Garbe . Dorothea . Paetz . Christian . Collin . Gerd . Mayer . Dieter . Höke . Hartmut . 1–74 . 9783527306732 .