2,4,6-Trimethylaniline
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IUPAC name
2,4,6-Trimethylaniline
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| Other names
Aminomesitylene; 2,4,6-Trimethylbenzenamine; Mesitylamine; Mesidine
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3D model (JSmol)
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| ECHA InfoCard | 100.001.632 | ||
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PubChem CID
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| Properties | |||
| C9H13N | |||
| Molar mass | 135.21 g/mol | ||
| Density | 0.963 g/mL | ||
| Boiling point | 233 °C (451 °F; 506 K) | ||
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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2,4,6-Trimethylaniline is a organic compound with formula (CH3)3C6H2NH2. It is an aromatic amine that is of commercial interest as a precursor to dyes. It is prepared by selective mononitration of mesitylene, avoiding oxidation of the methyl groups. The resulting nitro compound is reduced to the aniline.
Trimethylaniline is a building block to a variety of bulky ligands. Condensation with glyoxal gives the 1,2-diimine ligands. An example is glyoxal-bis(mesitylimine), a yellow solid that is synthesized by condensation of 2,4,6-trimethylaniline and glyoxal. The diimine is a useful precursor to popular NHC ligands including IMes. N-heterocyclic carbenes, as found in 2nd generation Grubbs' catalyst, are also prepared from this compound.
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