Mesitylene

Mesitylene
IUPAC name 1,3,5-Trimethylbenzene
Other names Mesitylene sym-Trimethylbenzene
Identifiers
CAS number	108-67-8 Y
PubChem	7947
ChemSpider	7659 Y
EC number	203-604-4
KEGG	C14508 Y
ChEBI	CHEBI:34833 Y
Jmol-3D images	Image 1
SMILES Cc1cc(cc(c1)C)C
InChI InChI=1S/C9H12/c1-7-4-8(2)6-9(3)5-7/h4-6H,1-3H3 Y Key: AUHZEENZYGFFBQ-UHFFFAOYSA-N Y InChI=1/C9H12/c1-7-4-8(2)6-9(3)5-7/h4-6H,1-3H3 Key: AUHZEENZYGFFBQ-UHFFFAOYAK
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
Hazards
MSDS	Safety data from Oxford University
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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

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.

The mesityl group (Mes) is a functional group found as an attachment in many organic compounds.

The three aromatic hydrogen atoms of mesitylene are in identical chemical shift environments. Therefore, they only give a single peak near 6.8 ppm in the 1H NMR spectrum. For this reason, mesitylene is sometimes used as an internal standard in NMR samples that contain aromatic protons.^[1]

References

1. ^ http://chemicalland21.com/industrialchem/organic/MESITYLENE.htm