1,4-Dimethoxybenzene

1,4-Dimethoxybenzene
Identifiers
CAS number 150-78-7 Y
ChemSpider 8666 Y
UNII 24WC6T6X0G Y
RTECS number CZ6650000
Jmol-3D images Image 1
Properties
Molecular formula C8H10O2
Molar mass 138.16 g mol−1
Appearance White crystals
Density 1.053 g/cm3[1]
Melting point

53-57 °C, 326-330 K, 127-135 °F ([1])

Boiling point

213 °C, 486 K, 415 °F ([1])

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 125 °C (257 °F)
Autoignition
temperature
795 °C (1,463 °F)[1]
Related compounds
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

1,4-Dimethoxybenzene is the para form of dimethoxybenzene, a volatile aromatic ether with a sweet floral odor. It occurs naturally in willow (Salix) and zucchini (Cucurbita pepo). It appears to attract bees as it has a powerful response in their antenna.

Uses

Dimethoxybenzene is useful as an intermediate in synthesis of pharmaceuticals as well as other organic molecules. It is used in some paints and as a diazo dye. Cosmetically it is used on greasy skin, and with sulfur to treat acne, or as a dandruff treatment. Because of its floral odor, it is useful in perfumes and flavors. It can be used as a developer in black and white film, and as a base in synthesizing catecholamines and phenethylamines.

DMB was identified as the major psychoactive chemical in musk willow.[2]

References

  1. ^ a b c d 1,4-Dimethoxybenzene at Sigma-Aldrich
  2. ^ 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.