2,5-dimethoxy- p- cymene

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Structural formula
Structural formula of 2,5-dimethoxy-p-cymene
General
Surname 2,5-dimethoxy-p-cymene
other names
  • 1-isopropyl-2,5-dimethoxy-4-methylbenzene
  • Thymohydroquinone dimethyl ether
Molecular formula C 12 H 18 O 2
External identifiers / databases
CAS number 14753-08-3
PubChem 6427071
ChemSpider 4932489
Wikidata Q28457222
properties
Molar mass 194.27 g mol −1
density

0.998 g cm −3 (22 ° C)

boiling point

248-250 ° C

safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

2,5-Dimethoxy- p -cymol is an aromatic compound with two methoxy groups , one methyl group and one isopropyl group . It can also be understood as a derivative of p -cymene or 1,4-dimethoxybenzene .

Occurrence

2,5-Dimethoxy- p -cymol occurs naturally in the oil of Apium leptophyllum , Arnica montana and Eupatorium spp. in front. It is also found in Ayapana triplinervis , Cyclospermum leptophyllum , tobacco smoke and Blumea perrottetiana and others.

The contents of 2,5-dimethoxy- p -cymol in different oils:

Extraction and presentation

2,5-dimethoxy- p -cymol can be obtained by aromatic halogenation of carvacrol followed by nucleophilic substitution with sodium methoxide and Williamson ether synthesis using methyl iodide .

Individual evidence

  1. ↑ a b c Dictionary of Terpenoids . CRC Press, 1991, ISBN 978-0-412-25770-4 , pp. 93 ( books.google.de ).
  2. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  3. ^ Anne Gauvin-Bialecki, Claude Marodon: Essential oil of Ayapana triplinervis from Reunion Island: A good natural source of thymohydroquinone dimethyl ether . In: Biochemical Systematics and Ecology . tape 36 , no. 11 , p. 853-858 , doi : 10.1016 / j.bse.2008.09.006 .
  4. ↑ C. Pande, G. Tewari, C. Singh & S. Singh: Essential oil composition of aerial parts of Cyclospermum leptophyllum (Pers.) Sprague ex Britton and P. Wilson . In: Natural Product Research . tape 25 , no. 6 , 2011, p. 592-595 , doi : 10.1080 / 14786419.2010.487190 , PMID 21409720 .
  5. ^ The Chemical Components of Tobacco and Tobacco Smoke, Second Edition . CRC Press, 2016, ISBN 978-1-4665-1552-9 , pp. 1733 ( books.google.de ).
  6. ^ Medicinal Plant Research in Africa: Pharmacology and Chemistry . Newnes, 2013, ISBN 978-0-12-405936-8 , pp. 206 ( books.google.de ).
  7. ^ Anne Gauvin-Bialecki, Claude Marodon: Essential oil of Ayapana triplinervis from Reunion Island: A good natural source of thymohydroquinone dimethyl ether . In: Biochemical Systematics and Ecology . 36, No. 11, November 2008, pp. 853-858. doi : 10.1016 / j.bse.2008.09.006 .
  8. ↑ C. Pande, G. Tewari, C. Singh, S. Singh: Essential oil composition of aerial parts of Cyclospermum leptophyllum (Pers.) Sprague ex Britton and P. Wilson . In: Natural Product Research . 25, No. 6, 2011, pp. 592-595. doi : 10.1080 / 14786419.2010.487190 .
  9. ↑ Iman E. Helal, Amal A. Galala, Hassan-Elrady A. Saad, Ahmed F. Halim: Chemical composition and α-amylase inhibitory activity of Apium leptophyllum essential oils . In: The Journal of American Science . 11, No. 4, 2015, pp. 204–209. doi : 10.7537 / marsjas110415.23 .
  10. ^ Rajesh K. Joshi: Chemical constituents and antibacterial property of the essential oil of the roots of Cyathocline purpurea . In: Journal of Ethnopharmacology . 145, No. 2, 2013, pp. 621-625. doi : 10.1016 / j.jep.2012.11.045 . PMID 23220198 .
  11. ↑ Dejan Pljevljakušić, Dragana Rančić, Mihailo Ristić, Ljubodrag Vujisić, Dragoja Radanović, Zora Dajić-Stevanović: Rhizome and root yield of the cultivated Arnica montana L., chemical composition and histochemical localization of essential oil . In: Industrial Crops and Products . 39, 2012, pp. 177-189. doi : 10.1016 / j.indcrop.2012.02.030 .
  12. ↑ Verma Ram S., Padalia Rajendra C., Chanotiya Chandan S., Chauhan Amit, Yadav Anju: Chemical investigation of the essential oil of Laggera crispata (Vahl) Hepper & Wood from India . In: Journal of the Serbian Chemical Society . 76, No. 4, 2011, pp. 523-528. doi : 10.2298 / JSC100801048V .
  13. ↑ MS Owolabi, Lajide L, Villanueva HE, Setzer WN: Essential oil composition and insecticidal activity of Blumea perrottetiana growing in southwestern Nigeria . In: Natural Product Communications . 5, No. 7, 2010, pp. 1135-1138. PMID 20734958 .
  14. ↑ Nurhayat Tabanca, Ulrich R. Bernier, Maia Tsikolia, James J. Becnel, Blair Sampson, Chris Werle, Betül Demirci, Kemal Hüsnü Can Ba, Eugene K. Blythe, Cecil Pounders, David E. Wedge: Eupatorium capillifolium Essential Oil: Chemical Composition, Antifungal Activity, and Insecticidal Activity . In: Natural Product Communications . 5, No. 9, 2010, pp. 1409-1415. Retrieved January 19, 2017.
  15. ↑ Pran N. Kaul, Bhaskaruni R. Rajeswara Rao, Arun K. Bhattacharya, Kamla Singh, Gopal R. Mallavarapu, S. Ramesh: Essential Oil Composition of Sphaeranthus indicus L. . In: Journal of Essential Oil Research . 17, No. 4, 2005. doi : 10.1080 / 10412905.2005.9698961 .
  16. ^ Stéphane Andreani: Chemical Variability and Antioxidant Activity of Limbarda crithmoides L. Essential Oil from Corsica . In: Chemistry & Biodiversity . 10, No. 11, 2013, pp. 2061-2077. doi : 10.1002 / cbdv.201300109 .
  17. ↑ Hakim Aliou: Chemical composition and antifungal activity of Bubonium imbricatum volatile oil . In: Phytopathologia Mediterranea . 47, No. 1, 2008, pp. 3-10. Retrieved January 19, 2017.
  18. ↑ Bjøra C. Soderberg & Shari L. Fields: expedient SYNTHESES OF ESPINTANOL, p -METHOXYCARVACROL AND DIMETHYL ETHER THYMOQUINOL . In: Organic Preparations and Procedures International . tape 28 , no. 2 , 1996, p. 221-225 , doi : 10.1080 / 00304949609356526 .