1,4-Dimethoxybenzene

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
CAS Registry Number	150-78-7 N
ChemSpider	21105878 N
Jmol-3D images	Image
RTECS number	CZ6650000
SMILES COc1ccc(OC)cc1
UNII	24WC6T6X0G Y
Properties
Molecular formula	C8H10O2
Molar mass	138.16 g·mol−1
Appearance	White crystals
Density	1.035 g/cm3[1]
Melting point	53 °C (127 °F; 326 K)[2]
Boiling point	213 °C (415 °F; 486 K)[2]
Solubility in water	Slightly soluble
Viscosity	1.04 cP at 65 °C
Structure
Molecular shape	Planar
Hazards
EU classification	Irritant (Xi)
R-phrases	R36 R37 R38
S-phrases	S26 S37 S39
Flash point	94 °C (201 °F; 367 K)[1]
Autoignition temperature	795 °C (1,463 °F; 1,068 K)[2]
Related compounds
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
N verify (what is: Y/N?)
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. 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.^[4]

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