In addition to p-cymene, two less common geometric isomers are 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, as expected from the terpene rule. All three isomers form the group of cymenes.
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.
^Pabst, Florian; Blochowicz, Thomas (December 2022). "On the intensity of light scattered by molecular liquids - Comparison of experiment and quantum chemical calculations". The Journal of Chemical Physics. 157 (24): 244501. Bibcode:2022JChPh.157x4501P. doi:10.1063/5.0133511. PMID 36586992.
^Balahbib, Abdelaali; El Omari, Nasreddine; Hachlafi, Naoufal EL.; Lakhdar, Fatima; El Menyiy, Naoual; Salhi, Najoua; Mrabti, Hanae Naceiri; Bakrim, Saad; Zengin, Gokhan; Bouyahya, Abdelhakim (2021-07-01). "Health beneficial and pharmacological properties of p-cymene". Food and Chemical Toxicology. 153: 112259. doi:10.1016/j.fct.2021.112259. ISSN 0278-6915.
^Vora, Bipin V.; Kocal, Joseph A.; Barger, Paul T.; Schmidt, Robert J.; Johnson, James A. (2003). "Alkylation". Kirk‐Othmer Encyclopedia of Chemical Technology. doi:10.1002/0471238961.0112112508011313.a01.pub2. ISBN0471238961.
^Bennett, M. A.; Huang, T.-N.; Matheson, T. W.; Smith, A. K. (1982). "(η6-Hexamethylbenzene)Ruthenium Complexes". Inorganic Syntheses. 21: 74–78. doi:10.1002/9780470132524.ch16. ISBN9780470132524.
December 15, 2023
cymene, naturally, occurring, aromatic, organic, compound, classified, alkylbenzene, related, monocyclic, monoterpenes, structure, consists, benzene, ring, para, substituted, with, methyl, group, isopropyl, group, insoluble, water, miscible, with, organic, sol. p Cymene is a naturally occurring aromatic organic compound It is classified as an alkylbenzene related to monocyclic monoterpenes 3 Its structure consists of a benzene ring para substituted with a methyl group and an isopropyl group p Cymene is insoluble in water but miscible with organic solvents p Cymene Skeletal formula Ball and stick modelNamesPreferred IUPAC name 1 Methyl 4 propan 2 yl benzene 1 Other names para Cymene4 Isopropyltoluene4 MethylcumeneParacymeneIdentifiersCAS Number 99 87 6 Y3D model JSmol Interactive image3DMet B00975Beilstein Reference 1903377ChEBI CHEBI 28768ChEMBL ChEMBL442915 YChemSpider 7183 YECHA InfoCard 100 002 542EC Number 202 796 7Gmelin Reference 305912KEGG C06575 YPubChem CID 7463RTECS number GZ5950000UNII 1G1C8T1N7Q YUN number 2046CompTox Dashboard EPA DTXSID3026645InChI InChI 1S C10H14 c1 8 2 10 6 4 9 3 5 7 10 h4 8H 1 3H3 YKey HFPZCAJZSCWRBC UHFFFAOYSA N YInChI 1 C10H14 c1 8 2 10 6 4 9 3 5 7 10 h4 8H 1 3H3Key HFPZCAJZSCWRBC UHFFFAOYADSMILES c1cc ccc1C C C CPropertiesChemical formula C 10H 14Molar mass 134 222 g mol 1Appearance Colourless liquidDensity 0 857 g cm3Melting point 68 C 90 F 205 K Boiling point 177 C 351 F 450 K Solubility in water 23 4 mg LMagnetic susceptibility x 1 028 10 4 cm3 molRefractive index nD 1 4908 at 20 C 2 HazardsGHS labelling PictogramsSignal word DangerHazard statements H226 H304 H411Precautionary statements P210 P233 P240 P241 P242 P243 P273 P280 P301 P310 P303 P361 P353 P331 P370 P378 P391 P403 P235 P405 P501Flash point 47 C 117 F 320 K Autoignitiontemperature 435 C 815 F 708 K Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Y verify what is Y N Infobox referencesIsomers and production editIn addition to p cymene two less common geometric isomers are 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 as expected from the terpene rule All three isomers form the group of cymenes Cymene is also produced by alkylation of toluene with propene 4 Related compounds editIt 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 h6 cymene RuCl2 2 This half sandwich compound is prepared by the reaction of ruthenium trichloride with the terpene a phellandrene The osmium complex is also known 5 Hydrogenation gives the saturated derivative p menthane References edit Nomenclature of Organic Chemistry IUPAC Recommendations and Preferred Names 2013 Blue Book Cambridge The Royal Society of Chemistry 2014 pp 139 597 doi 10 1039 9781849733069 FP001 ISBN 978 0 85404 182 4 Pabst Florian Blochowicz Thomas December 2022 On the intensity of light scattered by molecular liquids Comparison of experiment and quantum chemical calculations The Journal of Chemical Physics 157 24 244501 Bibcode 2022JChPh 157x4501P doi 10 1063 5 0133511 PMID 36586992 Balahbib Abdelaali El Omari Nasreddine Hachlafi Naoufal EL Lakhdar Fatima El Menyiy Naoual Salhi Najoua Mrabti Hanae Naceiri Bakrim Saad Zengin Gokhan Bouyahya Abdelhakim 2021 07 01 Health beneficial and pharmacological properties of p cymene Food and Chemical Toxicology 153 112259 doi 10 1016 j fct 2021 112259 ISSN 0278 6915 Vora Bipin V Kocal Joseph A Barger Paul T Schmidt Robert J Johnson James A 2003 Alkylation Kirk Othmer Encyclopedia of Chemical Technology doi 10 1002 0471238961 0112112508011313 a01 pub2 ISBN 0471238961 Bennett M A Huang T N Matheson T W Smith A K 1982 h6 Hexamethylbenzene Ruthenium Complexes Inorganic Syntheses 21 74 78 doi 10 1002 9780470132524 ch16 ISBN 9780470132524 Retrieved from https en wikipedia org w index php title P Cymene amp oldid 1182332895, wikipedia, wiki, book, books, library,
