2,6-Lutidine is used as a solvent in organic synthesis and as a sterically hindered mild base. It is also used as a vulcanization accelerator for dyes, resins and rubber. It also acts as a food additive.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
2,6-Lutidine is used as a solvent in organic synthesis and as a sterically hindered mild base. It is also used as a vulcanization accelerator for dyes, resins and rubber. It also acts as a food additive.
Solubility
Miscible with water.
Notes
Incompatible with acids, acid chlorides, oxidizing agents and chloroformates.
RUO – Research Use Only
General References:
- This hindered base has been recommended for the exhaustive methylation of aromatic amines: J. Org. Chem., 35, 1558 (1970), and for the Rosenmund reduction of acyl halides to aldehydes: Synthesis, 767 (1976).
- Base catalyst for the silylation of highly-hindered secondary or tertiary alcohols by tert-Butyl dimethyl silyl trifluoromethanesulfonate, A12174.
- For monometallation with potassium amide in liquid ammonia, and subsequent carboethoxylation with diethyl carbonate, see: Org. Synth. Coll., 6, 611 (1988)./
- Timmiatia, S. N.; Jalila, A. A.; Triwahyono, S.; Setiabudi, H. D.; Annuar, N. H. R. Formation of acidic Brönsted (MoOx)-(Hy)+ evidenced by XRD and 2,6-lutidine FTIR spectroscopy for cumene cracking. Appl. Catal., A2013, 459, 8-16.
- Geoghegan, K.; Bode, J. W. Bespoke SnAP Reagents for the Synthesis of C-Substituted Spirocyclic and Bicyclic Saturated N-Heterocycles. Org. Lett. 2015, 17 (8), 1934-1937.
- Hanson, S. K.; Baker, R. T. Knocking on Wood: Base Metal Complexes as Catalysts for Selective Oxidation of Lignin Models and Extracts. Acc. Chem. Res. 2015,48 (7), 2037-2048.