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324671

Potassium bis(trimethylsilyl)amide

95%

Synonym(s):

Hexamethyldisilazane potassium salt, Potassium hexamethyldisilazide

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About This Item

Linear Formula:
[(CH3)3Si]2NK
CAS Number:
40949-94-8
Molecular Weight:
199.48
UNSPSC Code:
12352111
NACRES:
NA.22
PubChem Substance ID:
24859460
MDL number:
MFCD00010330
Beilstein/REAXYS Number:
4006754
Assay:
95%
Form:
solid
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Quality Segment

assay

95%

form

solid

density

0.877  g/cm3 at 20 °C

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

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.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Codes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

supp_hazards

EUH014

Storage Class

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

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

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