Potassium bis(trimethylsilyl)amide

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Potassium bis(trimethylsilyl)amide
Identifiers
Abbreviations KHMDS
CAS number 40949-94-8 YesY
PubChem 3251421
ChemSpider 21171158 N
UN number 3263
Jmol-3D images {{#if:C[Si](C)(C)N([K])[Si](C)(C)C|Image 1
Properties
Molecular formula KSi
2
C
6
NH
18
Molar mass 199.4831 g mol-1
Appearance White, opaque crystals
Solubility in water Reacts
Hazards
GHS pictograms
GHS signal word DANGER
GHS hazard statements H314[1]
GHS precautionary statements P280, P305+351+338, P310[1]
EU classification C[1]
R-phrases R14, R34[1]
S-phrases S26, S36/37/39, S43, S45[1]
Related compounds
Other cations Lithium bis(trimethylsilyl)amide

Sodium bis(trimethylsilyl)amide

 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Potassium bis(trimethylsilyl)amide (commonly abbreviated as KHMDS, Potassium(K) HexaMethylDiSilazide) is the chemical compound with the formula ((CH3)3Si)2NK. It is a strong, non-nucleophilic base with an approximate pKa of 26 (compare to lithium diisopropylamide, at 36).[citation needed]

Structure

In the solid state, the unsolvated compound is dimeric, with two potassium and two nitrogen atoms forming a square. This compound is soluble in hydrocarbon solvents, and conducts electricity poorly in solution and in the melt. This is attributed to very strong ion-pairing.[2]

See also

References

  1. 1.0 1.1 1.2 1.3 1.4 Potassium bis(trimethylsilyl)amide, Sigma-Aldrich
  2. Tesh, Kris F.; Hanusa, Timothy P.; Huffman, John C. (1990). "Ion pairing in [bis(trimethylsilyl)amido]potassium: The x-ray crystal structure of unsolvated [KN(SiMe3)2]2". Inorg. Chem. 29 (8): 1584–1586. doi:10.1021/ic00333a029. 


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