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2-(Dimethylamino)pyridine in toluene at room temperature in the presence of 1.1 equivalent of methyl trifluoromethanesulfonate forms (2-pyridyl)-trimethylammonium trifluoromethanesulfonate salt. It is used as a model substrate in the preparation of chelate carbene via cyclometalation, H2 loss and reversible α-elimination.
Valérie J. Gandubert and R. Bruce Lennox. Assessment of 4-(Dimethylamino)pyridine as a Capping Agent for Gold Nanoparticles.Langmuir.,2005,21(14), 6532-6539.
G. J. Fox, et al. Bromination of 3-amino- and 3-dimethylamino-pyridine.J. Chem. Soc., Perkin Trans. 1,1973,68-69.
Hazard Statements: H227-H301-H315-H319-H335
Combustible liquid. Toxic if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P210u-P261-P301+P310a-P305+P351+P338-P405-P501a
Avoid breathing dust/fume/gas/mist/vapours/spray. IF SWALLOWED: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.