Potassium bis(trimethylsilyl)amide
Names | |
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Preferred IUPAC name Potassium 1,1,1-trimethyl-N-(trimethylsilyl)silanaminide | |
Other names Potassium hexamethyldisilazide Potassium hexamethylsilazane[1] | |
Identifiers | |
3D model (JSmol) | |
Abbreviations | KHMDS |
ChemSpider | |
ECHA InfoCard | 100.102.263 |
PubChem CID | |
UN number | 3263 |
CompTox Dashboard (EPA) | |
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Properties | |
KSi 2C 6NH 18 | |
Molar mass | 199.4831 g mol−1 |
Appearance | White, opaque crystals |
Reacts | |
Hazards | |
GHS labelling: | |
Danger | |
H314[2] | |
P280, P305+P351+P338, P310[2] | |
Related compounds | |
Other cations | Lithium bis(trimethylsilyl)amide |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Potassium bis(trimethylsilyl)amide (commonly abbreviated as KHMDS, Potassium(K) HexaMethylDiSilazide) or potassium hexamethyldisilazane[1] 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[edit]
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.[3]
See also[edit]
References[edit]
- ^ a b "Potassium Hexamethyldisilazane". sigmaaldrich.com. Retrieved 1 April 2023.
- ^ a b Potassium bis(trimethylsilyl)amide, Sigma-Aldrich
- ^ 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.