2,5-Dimethoxy-p-cymene

2,5-Dimethoxy-p-cymene 2,5-Dimethoxy-p-cymene.svg 1,4-Dimethoxy-2-methyl-5-(propan-2-yl)benzene Hydrothymoquinone dimethyl ether Thymoquinol dimethyl ether Thymohydroquinone dimethyl ether 1,4-Dimethoxy-2-isopropyl-5-methylbenzene 1,4-Dimethoxy-2-methyl-5-propan-2-ylbenzene p-2,5-Dimethoxycymene changed CAS 14753-08-3 correct FDA 2KH5WR9MND 456933 4932489 1S/C12H18O2/c1-8(2)10-7-11(13-4)9(3)6-12(10)14-5/h6-8H,1-5H3 VTRMVHBUTNPBTP-UHFFFAOYSA-N 6427071 CC1=CC(=C(C=C1OC)C(C)C)OC 12 18 2 2,5-Dimethoxy-p-cymene, or thymohydroquinone dimethyl ether, is a phytochemical found in the essential oils of plants within the family Asteraceae. These essential oils, which contain the compound as a major component of the oil, have antifungal, antibacterial, and insecticidal properties. Natural occurrence 2,5-Dimethoxy-p-cymene occurs in a variety of different plants' essential oils. Examples include: Ayapana triplinervis (92.8%) Anne Gauvin-Bialecki, Claude Marodon Essential oil of Ayapana triplinervis from Reunion Island: A good natural source of thymohydroquinone dimethyl ether Biochemical Systematics and Ecology 36 11 November 2008 853–858 10.1016/j.bse.2008.09.006 2008BioSE..36..853G Apium leptophyllum (50.7 to 80.24%)Pande C. Tewari G. Singh C. Singh S. Essential oil composition of aerial parts of Cyclospermum leptophyllum (Pers.) Sprague ex Britton and P. Wilson Natural Product Research 2011 25 6 592–595 10.1080/14786419.2010.487190 21409720 205836778 Cyathocline purpurea (57.4%)Joshi Rajesh K. Chemical constituents and antibacterial property of the essential oil of the roots of Cyathocline purpurea Journal of Ethnopharmacology 2013 145 2 621–625 10.1016/j.jep.2012.11.045 23220198 Arnica montana (32.6%)Pljevljakušić Dejan Rančić Dragana Ristić Mihailo Vujisić Ljubodrag Radanović Dragoja Dajić-Stevanović Zora Rhizome and root yield of the cultivated Arnica montana L., chemical composition and histochemical localization of essential oil Industrial Crops and Products 2012 39 177–189 10.1016/j.indcrop.2012.02.030 Laggera crispata (32.2%)Ram S. Verma Rajendra C. Padalia Chandan S. Chanotiya Amit Chauhan Anju Yadav Chemical investigation of the essential oil of Laggera crispata (Vahl) Hepper & Wood from India Journal of the Serbian Chemical Society 2011 76 4 523–528 10.2298/JSC100801048V free Blumea perrottetiana (30.0%)Owolabi MS L Lajide HE Villanueva WN Setzer Essential oil composition and insecticidal activity of Blumea perrottetiana growing in southwestern Nigeria Natural Product Communications 2010 5 7 1135–1138 10.1177/1934578X1000500733 20734958 43520689 free Eupatorium capillifolium (20.8%)Tabanca Nurhayat Bernier Ulrich R. Tsikolia Maia Becnel James J. Sampson Blair Werle Chris Demirci Betül Can Ba Kemal Hüsnü Blythe Eugene K. Pounders Cecil Wedge David E. Eupatorium capillifolium Essential Oil: Chemical Composition, Antifungal Activity, and Insecticidal Activity Natural Product Communications 2010 5 9 1409–1415 10.1177/1934578X1000500913 20922999 18791244 http://digitalcommons.unl.edu/cgi/viewcontent.cgi?article=1975&context=usdaarsfacpub 19 January 2017 free Sphaeranthus indicus (18.2%)Kaul Pran N. Rajeswara Rao Bhaskaruni R. Bhattacharya Arun K. Singh Kamla Mallavarapu Gopal R. Ramesh S. Essential Oil Composition of Sphaeranthus indicus L. Journal of Essential Oil Research 2005 17 4 453–454 10.1080/10412905.2005.9698961 93788240 Limbarda crithmoides (16.4)Andreani Stéphane Chemical Variability and Antioxidant Activity of Limbarda crithmoides L. Essential Oil from Corsica Chemistry & Biodiversity 2013 10 11 2061–2077 10.1002/cbdv.201300109 24243615 24089808 Bubonium imbricatum (16.2%)Aliou Hakim Chemical composition and antifungal activity of Bubonium imbricatum volatile oil Phytopathologia Mediterranea 2008 47 1 3–10 http://www.fupress.net/index.php/pm/article/view/2541 19 January 2017 https://web.archive.org/web/20170131190751/http://www.fupress.net/index.php/pm/article/view/2541 31 January 2017 dead Chemical synthesis 2,5-Dimethoxy-p-cymene can be synthesized from carvacrol by aromatic halogenation followed by nucleophilic substitution with sodium methoxide and Williamson ether synthesis using methyl iodide.Fields Shari L. Soderberg Bjora C. Expedient Synthesis of Espintanol, p-Methoxycaracrol and Thymol Dimethyl Ether Organic Preparations and Procedures International 1996 28 2 221–225 10.1080/00304949609356526 See also Thymoquinone References Category:Hydroquinone ethers Category:Fungicides Category:Insecticides Category:Alkyl-substituted benzenes Category:Isopropyl compounds Category:Methoxy compounds