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Cymene



Cymene
IUPAC name 1-methyl-4-(1-methylethyl)benzene
Other names 4-isopropyltoluene
Identifiers
CAS number 99-87-6
SMILES CC(C)c1ccc(C)cc1
Properties
Molecular formula C10H14
Molar mass 134.21 g/mol
Density 0.857 g/cm3
Melting point

-68 °C

Boiling point

177 °C

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Cymene, or p-cymene, is a naturally occurring aromatic organic compound. It is classified as a hydrocarbon related to a monoterpene. Its structure consists of a benzene ring para-substituted with a methyl group and an isopropyl group. It is insoluble in water, but miscible with ethanol and ether.

Additional recommended knowledge

Cymene is a constituent of a number of essential oils, most commonly the oil of cumin and thyme.

There are two less common geometric isomers. o-Cymene, in which the alkyl groups are ortho-substituted, and m-cymene, in which they are meta-substituted. p-Cymene is the only natural isomer.

Cymene is a common ligand for ruthenium. The parent compound is [(η6-cymene)MCl2]2. This half-sandwich compound is prepared by the reaction of ruthenium trichloride with the terpene α-phellandrene. The osmium complex is also known.[1]

References

  1. ^ Bennett, M. A.; Huang, T. N.; Matheson, T. W. and Smith, A. K. (1982). "(h6-Hexamethylbenzene)ruthenium complexes". Inorganic Syntheses 21: 74-8.
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Cymene". A list of authors is available in Wikipedia.
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