1,4-Dimethoxybenzene
| |||
| Names | |||
|---|---|---|---|
| IUPAC name
1,4-Dimethoxybenzene | |||
| Other names
Hydroquinone dimethyl ether; p-Methoxyanisole; Dimethyl ether hydroquinone; USAF AN-9; Dimethylhydroquinone ether; Quinol dimethyl ether; p-Dimethoxybenzene | |||
| Identifiers | |||
150-78-7  | |||
| ChemSpider | 21105878 | ||
| Jmol interactive 3D | Image | ||
| RTECS number | CZ6650000 | ||
| UNII | 24WC6T6X0G  | ||
| |||
| Properties | |||
| C8H10O2 | |||
| Molar mass | 138.17 g·mol−1 | ||
| Appearance | White crystals | ||
| Density | 1.035 g/cm3[1] | ||
| Melting point | 53 to 57 °C (127 to 135 °F; 326 to 330 K)[2] | ||
| Boiling point | 213 °C (415 °F; 486 K)[2] | ||
| Slightly soluble | |||
| Viscosity | 1.04 cP at 65 °C | ||
| Structure | |||
| Planar | |||
| Hazards | |||
| EU classification (DSD) |
Irritant (Xi) | ||
| R-phrases | R36 R37 R38 | ||
| S-phrases | S26 S37 S39 | ||
| Flash point | 94 °C (201 °F; 367 K)[1] | ||
| 795 °C (1,463 °F; 1,068 K)[2] | |||
| Related compounds | |||
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |||
| verify (what is ?) | |||
| Infobox references | |||
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.[3]
It is prepared by methylation of para-hydroquinone.
Occurrence
It occurs naturally in willow (Salix), tea, hyacinth, zucchini (Cucurbita pepo).[3] It appears to attract bees as it has a powerful response in their antenna.[4] In a study in mice, Brazilian researchers identified 1,4-dimethoxybenzene as the major psychoactive chemical in musk willow (Salix aegyptiaca) by its ability to cause somnolescence and depressed activity.[5]
Uses
1,4-Dimethoxybenzene is mainly used in perfumes and soaps.[3]
It is an intermediate in synthesis of organic compounds, including pharmaceuticals.
Niche uses
It can be used as a developer in black and white film, and as a base in synthesizing catecholamines and phenethylamines.
References
- 1 2 Record in the GESTIS Substance Database of the IFA
- 1 2 3 1,4-Dimethoxybenzene at Sigma-Aldrich
- 1 2 3 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. doi:10.1002/14356007.a11_141
- ↑ 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. doi:10.1111/boj.12183
- ↑ 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. doi:10.1590/s0102-695x2011005000030.