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Sigma-Aldrich

Lithium bis(trimethylsilyl)amide ChemBeads

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Sinónimos:

Hexamethyldisilazane lithium salt ChemBeads

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About This Item

Fórmula empírica (notación de Hill):
LiC6H18NSi2
Peso molecular:
167.33
Código UNSPSC:
12352100

descripción

Organic Salt

Nivel de calidad

formulario

solid

composición

14-16 wt% loading of base

idoneidad de la reacción

core: lithium

cadena SMILES

[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

Clave InChI

YNESATAKKCNGOF-UHFFFAOYSA-N

Descripción general

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.

Aplicación

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.[6] Also used in a novel three-step synthesis of disubstituted 1,2,5-thiadiazoles. For general uses, product is also available in powdered form (324620)

Características y beneficios

ChemBeads are chemical coated glass beads. ChemBeads offer improved flowability and chemical uniformity perfect for automated solid dispensing and high-throughput experimentation. The method of creating ChemBeads uses no other chemicals or surfactants allowing the user to accurately dispense sub-milligram amounts of chemical.

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Pictogramas

FlameCorrosion

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

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

Riesgos supl.

Código de clase de almacenamiento

4.2 - Pyrophoric and self-heating hazardous materials

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

62.6 °F - closed cup

Punto de inflamabilidad (°C)

17 °C - closed cup


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ChemBead Enabled High-Throughput Cross-Electrophile Coupling Reveals a New Complementary Ligand
Aguirre A L, et al.
Chemistry (Weinheim An Der Bergstrasse, Germany), 27(51), 12981-12986 (2021)
Structural Studies of Cesium, Lithium/Cesium, and Sodium/Cesium Bis(trimethylsilyl)amide (HMDS) Complexes
Ojeda-Amador A I, et al.
Inorganic Chemistry, 55(11), 5719-5728 (2016)
Alkali-metal-catalyzed addition of primary and secondary phosphines to carbodiimides. A general and efficient route to substituted phosphaguanidines
Zhang W X, et al.
Chemical Communications (Cambridge, England), 3812-4, 36-36 (2006)
High-Throughput Reaction Screening with Nanomoles of Solid Reagents Coated on Glass Beads
Tu N P, et al.
Angewandte Chemie (International Edition in English), 58(24), 7987-7991 (2019)
Tatsuya Nitabaru et al.
Journal of the American Chemical Society, 131(38), 13860-13869 (2009-09-10)
Full details of an anti-selective catalytic asymmetric nitroaldol reaction promoted by a heterobimetallic catalyst comprised of Nd(5)O(O(i)Pr)(13), an amide-based ligand, and NaHMDS (sodium hexamethyldisilazide) are described. A systematic synthesis and evaluation of amide-based ligands led to the identification of optimum

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