Mesitylene

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Mesitylene
Image:Mesitylene-2D-skeletal.png
Image:Mesitylene-3D-vdW.png
IUPAC name 1,3,5-Trimethylbenzene
Other names Mesitylene
sym-Trimethylbenzene
Identifiers
CAS number 108-67-8
EINECS number 203-604-4
SMILES c1(C)cc(C)cc(C)c1
Properties
Molecular formula C9H12
Molar mass 120.19 g/mol
Density 0.8637 g/cm³ at 20 °C
Melting point

-44.8 °C

Boiling point

164.7 °C

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

In organic chemistry, mesitylene or 1,3,5-trimethylbenzene (C9H12) is an aromatic hydrocarbon with three methyl substituents attached to the benzene ring. It is prepared from distillation of acetone with sulfuric acid or by the trimerization of propyne in sulfuric acid, which in both cases acts as a homogeneous catalyst and dehydrating agent. It is commonly used as a solvent in research and industry. Mesitylene is flammable and an irritant. Mesitylene has a very low freezing point.

In the electronics industry, mesitylene has also been used as a developer for photopatternable silicones due to its solvent properties.

1,3,5-Trimethylbenzene is also a major urban volatile organic compound (VOC) which results from combustion. It plays a significant role in aerosol and tropospheric ozone formation as well as other reactions in atmospheric chemistry.

References

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