324671

Potassium bis(trimethylsilyl)amide

95%

• Synonym(s): Hexamethyldisilazane potassium salt, Potassium hexamethyldisilazide
• Linear Formula: [(CH₃)₃Si]₂NK
• CAS Number: 40949-94-8
• Molecular Weight: 199.48
• Beilstein/REAXYS Number: 4006754
• MDL number: MFCD00010330
• UNSPSC Code: 12352111
• PubChem Substance ID: 24859460
• NACRES: NA.22

Properties

• Quality Level: 200
• assay: 95%
• SMILES string: C[Si](C)(C)N([K])[Si](C)(C)C
• InChI: 1S/C6H18NSi2.K/c1-8(2,3)7-9(4,5)6;/h1-6H3;/q-1;+1
• InChI key: IUBQJLUDMLPAGT-UHFFFAOYSA-N

Description

General description

Potassium bis(trimethylsilyl)amide is commonly abbreviated as KHMDS with molecular formula [(CH₃)₃Si]₂NK. It is widely used as Bronsted base in synthesis.

KHMDS is a base catalyst, that shows high activity and selectivity for the alkylation of alkylpyridines.

Application

Anionic initiator used in the preparation of poly(ethylene oxide). Sterically hindered base employed in selective cyclization reactions. Also used in the preparation of lanthanide complexes.

Features and Benefits

Potassium bis(trimethylsilyl)amide (KHMDS):

• Easily available.
• Good selectivity for the benzylic C−H bonds.
• Good reactivity for sterically crowded C−H bonds.

Safety Information

• pictograms: GHS05
• signalword: Danger
• hcodes: H314
• pcodes: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• Hazard Classifications: Eye Dam. 1 - Skin Corr. 1B
• supp_hazards: EUH014
• Storage Class: 8A - Combustible corrosive hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges