Chemistry:Mesitol
From HandWiki
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| Names | |
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| Preferred IUPAC name
2,4,6-Trimethylphenol | |
| Other names
Hydroxymesitylene; Mesityl alcohol
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| Identifiers | |
3D model (JSmol)
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| Properties | |
| 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] |
| 1.01 g/l | |
| Hazards | |
| GHS pictograms |  
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| GHS Signal word | Danger |
| H314, H411 | |
| P260, P264, P273, P280, P301+330+331, P303+361+353, P304+340, P305+351+338, 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 | |
Tracking categories (test):
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.
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]
References
- ↑ 1.0 1.1 "2,4,6-Trimethylphenol". Sigma-Aldrich. https://www.sigmaaldrich.com/catalog/product/aldrich/w432900.
- ↑ Fiege, Helmut; Voges, Heinz-Werner; Hamamoto, Toshikazu; Umemura, Sumio; Iwata, Tadao; Miki, Hisaya; Fujita, Yasuhiro; Buysch, Hans-Josef et al. (2000). "Ullmann's Encyclopedia of Industrial Chemistry". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a19_313.
- ↑ Ogata, Yoshiro; Sawaki, Yasuhiko; Tomizawa, Kohtaro; Ohno, Takashi (1981). "Aromatic hydroxylation with peroxymonophosphoric acid". Tetrahedron 37 (8): 1485. doi:10.1016/S0040-4020(01)92087-3.
- ↑ Anderson, Kevin W.; Ikawa, Takashi; Tundel, Rachel E.; Buchwald, Stephen L. (2006). "The Selective Reaction of Aryl Halides with KOH: Synthesis of Phenols, Aromatic Ethers, and Benzofurans". Journal of the American Chemical Society 128 (33): 10694–10695. doi:10.1021/ja0639719. PMID 16910660.
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