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324620

Lithium bis(trimethylsilyl)amide

97%

Synonym(s):

Hexamethyldisilazane lithium salt

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About This Item

Linear Formula:

[(CH₃)₃Si]₂NLi

CAS Number:

Molecular Weight:

167.33

NACRES:

NA.22

PubChem Substance ID:

UNSPSC Code:

12352111

EC Number:

223-725-6

MDL number:

Assay:

97%

Form:

solid

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Properties

Quality Level

assay

97%

form

solid

pH

(12.4 at 23.7 °C)

bp

110-115 °C (at 1.33 hPa)

mp

70-71 °C

density

0.860 g/mL at 25 °C (lit.)

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

General description

Lithium bis(trimethylsilyl)amide is a non-nucleophilic strong Brønsted base, which is generally soluble in most of the nonpolar organic solvents. It is most commonly employed in organic reactions.

Application

Base employed in generating enolates for the preparation of lactone precursors, pyranones, and cyclohexanes.
Used to catalyze the addition of phosphine P-H bonds to carbodiimides leading to phosphaguanidines. Also used in a novel three-step synthesis of disubstituted 1,2,5-thiadiazoles.

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pictograms

Flame

Corrosion

signalword

Danger

hcodes

pcodes

P210 - P235 - P260 - P280 - P303 + P361 + P353 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1 - Flam. Sol. 1 - Self-heat. 1 - Skin Corr. 1B

supp_hazards

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

flash_point_f

62.6 °F - closed cup

flash_point_c

17 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

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Articles

AdQPhos and Pd pre catalysts for alpha arylation reaction

Discover AdQPhos and its Pd pre-catalysts for selective α-arylation of diverse nucleophiles under mild aqueous conditions without hazardous solvents.

Synlett, 507-507 (1993)

Tetrahedron Letters, 47, 8285-8285 (2006)

Lithium Bis(trimethylsilyl)amide and Tris(trimethylsilyl)amine

Inorganic Syntheses (1966)

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Global Trade Item Number

SKU	GTIN
324620-10G	04061826711019
324620-250G	04061826711088
324620-50G	04061826711095