Potassium bis(trimethylsilyl)amide

Potassium bis(trimethylsilyl)amide
Names


Preferred IUPAC name Potassium bis(trimethylsilyl)amide
Other names Potassium hexamethyldisilazide
Identifiers
CAS Number	40949-94-8^Y
3D model (JSmol)	Interactive image
Abbreviations	KHMDS
ChemSpider	21171158^N
ECHA InfoCard	100.115.605
PubChem CID	3251421
UN number	3263
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 pictograms
GHS signal word	DANGER
GHS hazard statements	H314
GHS precautionary statements	P280, P305+351+338, P310
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 (what is ^YN ?)
Infobox references

Sodium bis(trimethylsilyl)amide

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 pK_a of 26 (compare to lithium diisopropylamide, at 36).

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.

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