{{Chembox <!-- Images --> |ImageFile = Mesitol_V1.svg |ImageSize = 150px <!-- Names --> |PIN = 2,4,6-Trimethylphenol |OtherNames = Hydroxymesitylene; Mesityl alcohol <!-- Sections --> |Section1 = {{Chembox Identifiers |CASNo = 527-60-6 |PubChem = 10698 |UNII = FPZ32614N6 |ChemSpiderID = 10248 |EC_number = 208-419-2 |SMILES = Cc1cc(c(c(c1)C)O)C |StdInChI = 1S/C9H12O/c1-6-4-7(2)9(10)8(3)5-6/h4-5,10H,1-3H3 |StdInChIKey = BPRYUXCVCCNUFE-UHFFFAOYSA-N }} |Section2 = {{Chembox Properties |C=9 | H=12 | O=1 |Appearance = white solid |MeltingPtC = 70-72 |MeltingPt_ref = <ref name=SA>{{cite web | url = https://www.sigmaaldrich.com/catalog/product/aldrich/w432900 | publisher = Sigma-Aldrich | title = 2,4,6-Trimethylphenol }}</ref> |BoilingPtC = 220 |BoilingPt_ref = <ref name=SA/> |Solubility = 1.01 g/l }} |Section3 = {{Chembox Hazards |GHSPictograms = {{GHS05}}{{GHS09}} |GHSSignalWord = Danger |HPhrases = {{H-phrases|314|411}} |PPhrases = {{P-phrases|260|264|273|280|301+330+331|303+361+353|304+340|305+351+338|310|321|363|391|405|501}} }} }}
'''Mesitol''' ('''2,4,6-trimethylphenol''') is an organic compound with the formula (CH<sub>3</sub>)<sub>3</sub>C<sub>6</sub>H<sub>2</sub>OH. It is one of several isomers of trimethylphenol. The name and structure of mesitol derives from the combination of mesitylene and phenol.
==Synthesis== Mesitol is the main product from the methylation of phenol with methanol in the presence of a solid acid.<ref>{{Ullmann |doi=10.1002/14356007.a19_313|title=Phenol Derivatives|year=2000|last1=Fiege|first1=Helmut|last2=Voges|first2=Heinz-Werner|last3=Hamamoto|first3=Toshikazu|last4=Umemura|first4=Sumio|last5=Iwata|first5=Tadao|last6=Miki|first6=Hisaya|last7=Fujita|first7=Yasuhiro|last8=Buysch|first8=Hans-Josef|last9=Garbe|first9=Dorothea|last10=Paulus|first10=Wilfried|isbn=3527306730}}</ref>
It can also be obtained by reaction of mesitylene with peroxymonophosphoric acid:<ref>{{Cite journal | doi = 10.1016/S0040-4020(01)92087-3| title = Aromatic hydroxylation with peroxymonophosphoric acid| journal = Tetrahedron| volume = 37| issue = 8| pages = 1485| year = 1981| last1 = Ogata| first1 = Yoshiro| last2 = Sawaki| first2 = Yasuhiko| last3 = Tomizawa| first3 = Kohtaro| last4 = Ohno| first4 = Takashi}}</ref>
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An alternative route involves palladium-catalyzed reaction of bromomesitylene with potassium hydroxide.<ref>{{cite journal |doi=10.1021/ja0639719|title=The Selective Reaction of Aryl Halides with KOH: Synthesis of Phenols, Aromatic Ethers, and Benzofurans|year=2006|last1=Anderson|first1=Kevin W.|last2=Ikawa|first2=Takashi|last3=Tundel|first3=Rachel E.|last4=Buchwald|first4=Stephen L.|journal=Journal of the American Chemical Society|volume=128|issue=33|pages=10694–10695|pmid=16910660}}</ref> ==References== {{reflist}}
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Category:Alkylphenols