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Mesitylene
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{{chembox |Watchedfields = changed |verifiedrevid = 444009999 |Name = Mesitylene |ImageFileL1_Ref = {{chemboximage|correct|??}} |ImageFileL1 = 1,3,5-Trimethylbenzene.svg |ImageNameL1 = Mesitylene |ImageClassL1 = skin-invert |ImageFileR1 = Mesitylene-3D-vdW.png |ImageNameR1 = Mesitylene |PIN = 1,3,5-Trimethylbenzene<ref name=iupac2013>{{cite book | title = Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book) | publisher = [[Royal Society of Chemistry|The Royal Society of Chemistry]] | date = 2014 | location = Cambridge | page = 139 | doi = 10.1039/9781849733069-FP001 | isbn = 978-0-85404-182-4}}</ref> |OtherNames = Mesitylene<ref name=iupac2013 /><br />''sym''-Trimethylbenzene |Section1 = {{Chembox Identifiers |ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |ChemSpiderID = 7659 |PubChem = 7947 |KEGG_Ref = {{keggcite|correct|kegg}} |KEGG = C14508 |InChI = 1/C9H12/c1-7-4-8(2)6-9(3)5-7/h4-6H,1-3H3 |InChIKey = AUHZEENZYGFFBQ-UHFFFAOYAK |StdInChI_Ref = {{stdinchicite|correct|chemspider}} |StdInChI = 1S/C9H12/c1-7-4-8(2)6-9(3)5-7/h4-6H,1-3H3 |StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |StdInChIKey = AUHZEENZYGFFBQ-UHFFFAOYSA-N |CASNo_Ref = {{cascite|correct|CAS}} |CASNo = 108-67-8 |UNII_Ref = {{fdacite|correct|FDA}} |UNII = 887L18KQ6X |EINECS = 203-604-4 |UNNumber = 2325 |ChEBI_Ref = {{ebicite|correct|EBI}} |ChEBI = 34833 |SMILES = Cc1cc(cc(c1)C)C }} |Section2 = {{Chembox Properties |Formula = C<sub>9</sub>H<sub>12</sub> |MolarMass = 120.19 g/mol |Density = 0.8637 g/cm<sup>3</sup> at 20 Β°C |MeltingPtC = β44.8 |BoilingPtC = 164.7 |Appearance = Colorless liquid<ref name=PGCH/> |Odor = Distinctive, aromatic<ref name=PGCH/> |Solubility = 0.002% (20Β°C)<ref name=PGCH/> |VaporPressure = 2 mmHg (20Β°C)<ref name=PGCH/> |MagSus = β92.32Β·10<sup>β6</sup> cm<sup>3</sup>/mol }} |Section3 = {{Chembox Structure |Dipole = 0.047 [[Debye|D]]<ref>{{Cite journal |doi = 10.1016/j.atmosenv.2004.01.019| title = Proton transfer reaction rate constants between hydronium ion (H<sub>3</sub>O<sup>+</sup>) and volatile organic compounds |year = 2004 |last1 = Zhao| first1 = Jun |last2 = Zhang |first2 = Renyi |journal = Atmospheric Environment |volume = 38 |issue = 14 |pages = 2177β2185 | bibcode = 2004AtmEn..38.2177Z }}</ref> }} |Section7 = {{Chembox Hazards |ExternalSDS = [https://www.sigmaaldrich.com/BE/en/sds/sial/m7200?sdslanguage=en] |FlashPtF = 122 |FlashPt_ref = <ref name=PGCH>{{PGCH|0639}}</ref> |IDLH = N.D.<ref name=PGCH/> |REL = TWA 25 ppm (125 mg/m<sup>3</sup>)<ref name=PGCH/> |PEL = none<ref name=PGCH/> }} }} '''Mesitylene''' or '''1,3,5-trimethylbenzene''' is a derivative of [[benzene]] with three [[methyl]] [[substituent]]s positioned symmetrically around the ring. The other two isomeric [[trimethylbenzenes]] are [[1,2,4-trimethylbenzene]] (pseudocumene) and [[1,2,3-trimethylbenzene]] (hemimellitene). All three compounds have the [[chemical formula|formula]] C<sub>6</sub>H<sub>3</sub>(CH<sub>3</sub>)<sub>3</sub>, which is commonly abbreviated C<sub>6</sub>H<sub>3</sub>Me<sub>3</sub>. Mesitylene is a colorless liquid with sweet aromatic odor. It is a component of [[coal tar]], which is its traditional source. It is a precursor to diverse [[fine chemical]]s. The '''mesityl''' group (Mes) is a substituent with the formula C<sub>6</sub>H<sub>2</sub>Me<sub>3</sub> and is found in various other compounds.<ref name=Ullmanns/>
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