Thermo Scientific Chemicals

Lithium bis(trimethylsilyl)amide, 20% (ca 1.06M) soln. in THF/ethylbenzene, packaged in resealable septum cap bottle, Thermo Scientific Chemicals

Catalog number: L15012.AE
100 mL, Each
Thermo Scientific Chemicals

Lithium bis(trimethylsilyl)amide, 20% (ca 1.06M) soln. in THF/ethylbenzene, packaged in resealable septum cap bottle, Thermo Scientific Chemicals

Catalog number: L15012.AE
100 mL, Each
Quantity
Informational:Informational:This chemical may require us to obtain additional information for our regulatory and chemical compliance records. If required, we will contact you for this information once your order is placed.
Catalog number: L15012.AE
also known as L15012-AE
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Chemical Identifiers

CAS
4039-32-1
IUPAC Name
lithium(1+) bis(trimethylsilyl)azanide
Molecular Formula
C6H18LiNSi2
InChI Key
YNESATAKKCNGOF-UHFFFAOYSA-N
SMILES
[Li+].C[Si](C)(C)[N-][Si](C)(C)C
Appearance (Color)
Clear or slightly hazy, yellow to brown
Form
Liquid
Assay (unspecified)
18-22% active base as LHMDS

Description

Lithium bis(trimethylsilyl)amide is used in generating enolates for preparing lactone precursors, pyranones, and cyclohexanes. It is used to catalyze the addition of phosphine P-H bonds to carbodiimides leading to phosphaguanidines and in a novel three-step synthesis of disubstituted 1,2,5-thiadiazoles. It is also used in the lithiation of ethyl acetate and in the stereospecific Wadsworth-Emmons synthesis of fluoroalkenes from (E)- and (Z)-fluorovinyl sulfones.

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
Lithium bis(trimethylsilyl)amide is used in generating enolates for preparing lactone precursors, pyranones, and cyclohexanes. It is used to catalyze the addition of phosphine P-H bonds to carbodiimides leading to phosphaguanidines and in a novel three-step synthesis of disubstituted 1,2,5-thiadiazoles. It is also used in the lithiation of ethyl acetate and in the stereospecific Wadsworth-Emmons synthesis of fluoroalkenes from (E)- and (Z)-fluorovinyl sulfones.

Solubility
Reacts with water.

Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Store under inert gas. Incompatible with oxidizing agents.
WARNING: Cancer – www.P65Warnings.ca.gov
RUO – Research Use Only

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