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1,4-Dimethoxybenzene
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changed changed 477206259 1,4-Dimethoxybenzene P-Dimethoxybenzene.svg 100 1,4-Dimethoxybenzene-3D-balls.png 1,4-Dimethoxybenzene molecule 1,4-Dimethoxybenzene Hydroquinone dimethyl ether; p-Methoxyanisole; Dimethyl ether hydroquinone; USAF AN-9; Dimethylhydroquinone ether; Quinol dimethyl ether; p-Dimethoxybenzene COc1ccc(OC)cc1 correct chemspider 21105878 correct FDA 24WC6T6X0G correct CAS 150-78-7 CZ6650000 205-771-9 9016 1668604 1S/C8H10O2/c1-9-7-3-5-8(10-2)6-4-7/h3-6H,1-2H3 OHBQPCCCRFSCAX-UHFFFAOYSA-N
8 10 2 White crystals sweet, nut-like Slightly soluble very soluble in ether, benzene soluble in acetone 54 to 56 at Sigma-Aldrich 212.6 1.04 cP at 65 °C 1.035 g/cm323680 2.03 −86.65·10−6 cm3/mol
Planar
07 Warning 315 319 335 261 264 271 280 302+352 304+340 305+351+338 312 321 332+313 337+313 362 403+233 405 501 94 795 1.2-56%
hydrocarbons, ethers 1,2-Dimethoxybenzene; 1,3-Dimethoxybenzene
1,4-Dimethoxybenzene is an organic compound with the formula C6H4(OCH3)2. It is one of three isomers of dimethoxybenzene. It is a white solid with an intensely sweet floral odor. It is produced by several plant species.Karl-Georg Fahlbusch, Franz-Josef Hammerschmidt, Johannes Panten, Wilhelm Pickenhagen, Dietmar Schatkowski, Kurt Bauer, Dorothea Garbe and Horst Surburg "Flavors and Fragrances" in Ullmann's Encyclopedia of Industrial Chemistry, 2003, Wiley-VCH. 10.1002/14356007.a11_141
Occurrence
It occurs naturally in willow (Salix), tea, hyacinth, and zucchini (Cucurbita pepo). It appears to attract bees as it has a powerful response in their antenna.Andreas Juergens, Ulrike Glueck, Gregor Aas and Stefan Doetterl "Diel fragrance pattern correlates with olfactory preferences of diurnal and nocturnal flower visitors in Salix caprea (Salicaceae)" in Botanical journal of the Linnean Society, 2014. 10.1111/boj.12183 In a study in mice, Iranian scientists identified 1,4-dimethoxybenzene as the major psychoactive chemical in musk willow (Salix aegyptiaca) by its ability to cause somnolescence and depressed activity. Isaac Karimi Hossein Hayatgheybi Tayebeh shamspur Adem Kamalak Mehrdad Pooyanmehr Yaser Marandi 2011 Chemical composition and effect of an essential oil of Salix aegyptiaca L. (Musk willow) in hypercholesterolemic rabbit model Brazilian Journal of Pharmacognosy 21 3 407–414 10.1590/s0102-695x2011005000030 free
Preparation
It is produced by the methylation of hydroquinone using dimethylsulfate and an alkali.
Uses
1,4-Dimethoxybenzene is mainly used in perfumes and soaps.
It is an intermediate in synthesis of organic compounds, including pharmaceuticals such as methoxamine and butaxamine.October 2019
Niche uses
It can be used as a developer in black and white film, and as a base in synthesizing catecholamines and phenethylamines.
References
Category:Hydroquinone ethers
Category:O-methylated natural phenols
Category:Sweet-smelling chemicals