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Sodium bis(trimethylsilyl)amide, 1M soln. in THF
CAS: 1070-89-9 | C6H18NNaSi2 | 183.377 g/mol
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Catalog number L08779.AP
also known as L08779-AP
Price (USD)
162.65
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181.00Save 18.35 (10%)
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Quantity:
500 mL
Price (USD)
162.65
Online Exclusive
181.00Save 18.35 (10%)
Each
Chemical Identifiers
CAS1070-89-9
IUPAC Namesodium bis(trimethylsilyl)azanide
Molecular FormulaC6H18NNaSi2
InChI KeyWRIKHQLVHPKCJU-UHFFFAOYSA-N
SMILES[Na+].C[Si](C)(C)[N-][Si](C)(C)C
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Specifications
Specification Sheet
Specification SheetFormliquid
Assay (Non-aqueous acid-base Titration)0.90-1.10M (18.3% - 22.4%)
Comment1.0M is 20.4%
Appearance (Color)Clear to slightly turbid, yellow to orange/brown
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
Sodium bis(trimethylsilyl)amide is useful for the generation of carbenes, the amination of sulfonamides, and for the preparation of lanthanide complexes. It is significantly accelerated the polymerization of pheneylacetylene in conjunction with rhodium (I) catalysis. It is used to deprotonate ketones and esters to generate enolate derivatives, phosphonium salts, generating Wittig reagents.
Solubility
Soluble in benzene, toluene and ether. Reacts with water.
Notes
Moisture Sensitive. Incompatible materials are Oxidizing agents, Oxygen. Store away from water and oxidizing agents.
Sodium bis(trimethylsilyl)amide is useful for the generation of carbenes, the amination of sulfonamides, and for the preparation of lanthanide complexes. It is significantly accelerated the polymerization of pheneylacetylene in conjunction with rhodium (I) catalysis. It is used to deprotonate ketones and esters to generate enolate derivatives, phosphonium salts, generating Wittig reagents.
Solubility
Soluble in benzene, toluene and ether. Reacts with water.
Notes
Moisture Sensitive. Incompatible materials are Oxidizing agents, Oxygen. Store away from water and oxidizing agents.
WARNING: Cancer – www.P65Warnings.ca.gov
RUO – Research Use Only
General References:
- Mario Janjetovic; Annika M Träff; Tobias Ankner; Jenny Wettergren; Göran Hilmersson. Solvent dependent reductive defluorination of aliphatic C-F bonds employing Sm(HMDS)2.Chemical Communications.2013, 49 (18), 1826-1828.
- Hua Lu; Jianjun Cheng. Hexamethyldisilazane-mediated controlled polymerization of alpha-amino acid N-carboxyanhydrides.Journal of the American Chemical Society.2007, 129 (46), 14114-14115.