2,5-Dimethoxy-p-cymene

2,5-Dimethoxy-p-cymene

Names
Preferred IUPAC name 1,4-Dimethoxy-2-methyl-5-(propan-2-yl)benzene
Other names 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
Identifiers
CAS Number	14753-08-3 N
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL456933
ChemSpider	4932489
PubChem CID	6427071
CompTox Dashboard (EPA)	DTXSID20423797
InChI InChI=1S/C12H18O2/c1-8(2)10-7-11(13-4)9(3)6-12(10)14-5/h6-8H,1-5H3 Key: VTRMVHBUTNPBTP-UHFFFAOYSA-N
SMILES CC1=CC(=C(C=C1OC)C(C)C)OC
Properties
Chemical formula	C12H18O2
Molar mass	194.274 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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%)
• Apium leptophyllum (50.7 to 80.24%)
• Cyathocline purpurea (57.4%)
• Arnica montana (32.6%)
• Laggera crispata (32.2%)
• Blumea perrottetiana (30.0%)
• Eupatorium capillifolium (20.8%)
• Sphaeranthus indicus (18.2%)
• Limbarda crithmoides (16.4)
• Bubonium imbricatum (16.2%)

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.

See also

• Thymoquinone