Neha Patil (Editor)

2,4,6 Trimethylaniline

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Density  963 kg/m³
Molar mass  135.21 g/mol
Formula  C9H13N
2,4,6-Trimethylaniline httpsuploadwikimediaorgwikipediacommonsthu

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.

Coordination chemistry

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.

Condensation with 1,3-diketones gives NacNac ligands.

References

2,4,6-Trimethylaniline Wikipedia


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