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225770 Sigma-Aldrich

Lithium bis(trimethylsilyl)amide solution

1.0 M in THF

Synonym: Hexamethyldisilazane lithium salt

  • CAS Number 4039-32-1

  • Linear Formula [(CH3)3Si]2NLi

  • Molecular Weight 167.33

  •  Beilstein/REAXYS Number 3567910

  •  MDL number MFCD00008261

  •  PubChem Substance ID 24853520

  •  NACRES NA.22

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Properties

Related Categories 25mL Sure/Seal Reagents, Acids & Bases, Bases, Chemical Synthesis, Organic Bases,
Quality Level   200
concentration   1.0 M in THF
density   0.891 g/mL at 25 °C
SMILES string   [Li]N([Si](C)(C)C)[Si](C)(C)C
InChI   1S/C6H18NSi2.Li/c1-8(2,3)7-9(4,5)6;/h1-6H3;/q-1;+1
InChI key   YNESATAKKCNGOF-UHFFFAOYSA-N

Description

Packaging

1 L in Sure/Seal™

The 25 mL Sure/Seal bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

View returnable container options.

4×25, 100, 4×100, 800 mL in Sure/Seal™

8, 18 L in Kilo-Lab™

Application

Significantly accelerated the polymerization of phenylacetylene in conjunction with rhodium(I) catalysis.

Legal Information

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Signal word 
Danger
Supplemental Hazard Statements 
EUH014 - EUH018 - EUH019
RIDADR 
UN 2924 8(3) / PGII
WGK Germany 
WGK 2
Flash Point(F) 
1.4 °F - closed cup
Flash Point(C) 
-17 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Acids and Bases

Acids and bases have been used by chemists for centuries, and are among the most fundamental reagents employed in synthetic organic chemistry. This product line ranges from Brønsted and Lewis acids, ...
Chemfiles Volume 1 Article 3

Efficient Pd-Catalyzed Amination Reactions for Heterocycle Functionalization

The Pd-catalyzed amination of unprotected benzo-fused heterocycles is reported, which allows for greater flexibility and efficiency in the modification of this important class of molecules. The gener...
Keywords: Aminations, Catalysis

Palladium-Catalyzed Amination of Unprotected Five-Membered Heterocyclic Bromides

An efficient method for the palladium-catalyzed amination of unprotected bromoimidazoles and bromopyrazoles is presented. The transformation is facilitated by the use of our newly developed Pd precat...
Keywords: Aminations, Catalysis, Chromatography, Column chromatography, Ligands, transformation

Palladium-catalyzed coupling of functionalized primary and secondary amines with aryl and heteroaryl halides: two ligands suffice in most cases

We report our studies on the use of two catalyst systems, based on the ligands BrettPhos and RuPhos, which provide the widest scope for Pd-catalyzed C-N cross-coupling reactions to date. Often low ca...
Keywords: Arylations, Catalysis, Coupling reactions, Cross couplings, Ligands, Pharmaceutical

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Peer-Reviewed Papers
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References

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