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Can be metallated at the 3-position with LDA at -70o: J. Org. Chem., 53, 1367 (1988). With the unimetal superbase complex formed from 2 mol of n-BuLi and I mol of 2-(Dimethylamino)ethanol, B23616, in hexane, products are obtained resulting from apparent metallation at the 6-position. A radical mechanism, rather than a true 6-metallation, has been proposed for this reaction: J. Chem. Soc., Perkin 1, 3071 (1997). Analogous results have been reported with 2-chloropyridine: Org. Lett., 2, 803 (2000)./n
Hazard Statements: H226-H315-H319-H335
Flammable liquid and vapour. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P210-P261-P303+P361+P353-P305+P351+P338-P405-P501a
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. 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.