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Sodium bis(trimethylsilyl)amide is used as a base in organic synthesis as well as to deprotonate other compounds containing weakly acidic O-H, S-H, and N-H bonds. It is used to prepare amines by reacting with alkyl halides. It finds application in certain organic reactions viz. generation of carbenes by dehydrohalogenation of halocarbons and Wittig reagents by deprotonation of phosphonium salts. It accelerates the polymerization of pheneylacetylene in conjunction with rhodium(I) catalysis. Furthermore, it is used for the preparation of lanthanide complexes.
Lis, A. V.; Tsyrendorzhieva, I. P.; Albanov, A. I.; Rakhlin, V. I.; Voronkov, M. G. Migration of trimethylsilyl group in the reaction of sodium bis (trimethylsilyl) amide with bromobenzene. Russ. J. Org. Chem. 2013, 49 (10), 1451-1453.
Zhang, T.; Barclay, L.; Walensky, L. D.; Saghatelian, A. Regulation of mitochondrial ceramide distribution by members of the BCL-2 family. J. Lipid Res. 2015, 56 (8), 1501-1510.
Hazard Statements: H228-H261-H314-H335-H500
Flammable solid. In contact with water releases flammable gas. Causes severe skin burns and eye damage. May cause respiratory irritation. May form combustible dust concentrations in air
Precautionary Statements: P210-P231+P232-P240-P241-P260-P264b-P271-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P501c
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Handle under inert gas. Protect from moisture. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Wash contaminated clothing before reuse. Dispose of contents/ container to an approved waste disposal plant