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1,4-dimethoxybenzene

1,4-Dimethoxybenzene
P-Dimethoxybenzene.svg
1,4-Dimethoxybenzene molecule
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 YesY
3D model (Jmol) Interactive image
ChemSpider 21105878 N
ECHA InfoCard 100.005.248
EC Number 205-771-9
RTECS number CZ6650000
UNII 24WC6T6X0G YesY
Properties
C8H10O2
Molar mass 138.17 g·mol−1
Appearance White crystals
Odor sweet, nut-like
Density 1.035 g/cm3
Melting point 54 to 56 °C (129 to 133 °F; 327 to 329 K)
Boiling point 212.6 °C (414.7 °F; 485.8 K)
Slightly soluble
Solubility very soluble in ether, benzene
soluble in acetone
log P 2.03
-86.65·10−6 cm3/mol
Viscosity 1.04 cP at 65 °C
Structure
Planar
Hazards
Irritant (Xi)
R-phrases R36 R37 R38
S-phrases S26 S37 S39
Flash point 94 °C (201 °F; 367 K)
795 °C (1,463 °F; 1,068 K)
Explosive limits 1.2-56%
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YesYN ?)
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.

It occurs naturally in willow (Salix), tea, hyacinth, zucchini (Cucurbita pepo). It appears to attract bees as it has a powerful response in their antenna. 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.

It is produced by the methylation of hydroquinone using dimethylsulfate and an alkali.

1,4-Dimethoxybenzene is mainly used in perfumes and soaps.

It is an intermediate in synthesis of organic compounds, including pharmaceuticals.

It can be used as a developer in black and white film, and as a base in synthesizing catecholamines and phenethylamines.


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