p-Cymene

From Wikipedia, the free encyclopedia
  (Redirected from Cymene)
Jump to: navigation, search
p-Cymene
Skeletal formula Ball-and-stick model
Identifiers
CAS number 99-87-6 YesY
PubChem 7463
ChemSpider 7183 YesY
UNII 1G1C8T1N7Q YesY
EC number 202-796-7
KEGG C06575 YesY
ChEBI CHEBI:28768
ChEMBL CHEMBL442915 YesY
Jmol-3D images Image 1
Properties
Molecular formula C10H14
Molar mass 134.21 g/mol
Appearance Colourless liquid
Density 0.857 g/cm3
Melting point −68 °C (−90 °F; 205 K)
Boiling point 177 °C (351 °F; 450 K)
Solubility in water 23.4 mg/L
Hazards
R-phrases R10
S-phrases S16
Flash point 47 °C (117 °F; 320 K)
Autoignition temperature 435 °C (815 °F; 708 K)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 YesY (verify) (what is: YesY/N?)
Infobox references

p-Cymene, is a naturally occurring aromatic organic compound. It is classified as an alkylbenzene related to a monoterpene. Its structure consists of a benzene ring para-substituted with a methyl group and an isopropyl group. 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. All three isomers form the group of cymenes.

p-Cymene is insoluble in water, but miscible with ethanol and diethyl ether.

It is a constituent of a number of essential oils, most commonly the oil of cumin and thyme. Significant amounts are formed in sulfite pulping process from the wood terpenes.

p-Cymene is a common ligand for ruthenium. The parent compound is [(η6-cymene)RuCl2]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[edit]

  1. ^ M. A. Bennett, T.-N. Huang, T. W. Matheson, A. K. Smith, Steven Ittel, William Nickerson (1982). "(η6-Hexamethylbenzene)Ruthenium Complexes". Inorganic Syntheses 21: 74–78. doi:10.1002/9780470132524.ch16.