Mesitol

Mesitol (2,4,6-trimethylphenol) is an organic compound with the formula (CH₃)₃C₆H₂OH. It is one of several isomers of trimethylphenol. The name and structure of mesitol derives from the combination of mesitylene and phenol.

Mesitol

Names
Preferred IUPAC name 2,4,6-Trimethylphenol
Other names Hydroxymesitylene; Mesityl alcohol
Identifiers
CAS Number	527-60-6
3D model (JSmol)	Interactive image
ChemSpider	10248
ECHA InfoCard	100.007.655
EC Number	208-419-2
PubChem CID	10698
UNII	FPZ32614N6
CompTox Dashboard (EPA)	DTXSID7022049
InChI InChI=1S/C9H12O/c1-6-4-7(2)9(10)8(3)5-6/h4-5,10H,1-3H3 Key: BPRYUXCVCCNUFE-UHFFFAOYSA-N
SMILES Cc1cc(c(c(c1)C)O)C
Properties
Chemical formula	C9H12O
Molar mass	136.194 g·mol−1
Appearance	white solid
Melting point	70–72 °C (158–162 °F; 343–345 K)[1]
Boiling point	220 °C (428 °F; 493 K)[1]
Solubility in water	1.01 g/l
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H314, H411
Precautionary statements	P260, P264, P273, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P391, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Synthesis

Mesitol is the main product from the methylation of phenol with methanol in the presence of a solid acid.^[2]

It can also be obtained by reaction of mesitylene with peroxymonophosphoric acid:^[3]

An alternative route involves palladium-catalyzed reaction of bromomesitylene with potassium hydroxide.^[4]