Potassium bis(trimethylsilyl)amide

Potassium bis(trimethylsilyl)amide

Names
Preferred IUPAC name Potassium 1,1,1-trimethyl-N-(trimethylsilyl)silanaminide
Other names Potassium hexamethyldisilazide Potassium hexamethylsilazane[1]
Identifiers
CAS Number	40949-94-8 Y
3D model (JSmol)	Interactive image
Abbreviations	KHMDS
ChemSpider	21171158 N
ECHA InfoCard	100.102.263
PubChem CID	3251421
UN number	3263
CompTox Dashboard (EPA)	DTXSID00390655
InChI InChI=1S/C6H18NSi2.K/c1-8(2,3)7-9(4,5)6;/h1-6H3;/q-1;+1 N Key: IUBQJLUDMLPAGT-UHFFFAOYSA-N N
SMILES C[Si](C)(C)N([K])[Si](C)(C)C
Properties
Chemical formula	KSi 2C 6NH 18
Molar mass	199.4831 g mol−1
Appearance	White, opaque crystals
Solubility in water	Reacts
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H314[2]
Precautionary statements	P280, P305+P351+P338, P310[2]
Related compounds
Other cations	Lithium bis(trimethylsilyl)amide Sodium bis(trimethylsilyl)amide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

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 pK_a 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.^[3]

See also

• Metal bis(trimethylsilyl)amides

References

This page was last edited on 1 April 2023, at 05:59