Potassium bis(trimethylsilyl)amide

Potassium bis(trimethylsilyl)amide

Stereo, skeletal formula of potassium bis(trimethylsilyl)amide dimer
Ball and stick model of potassium bis(trimethylsilyl)amide dimer
Names
Preferred IUPAC name Potassium bis(trimethylsilyl)amide
Other names Potassium hexamethyldisilazide
Identifiers
CAS Number	40949-94-8 Y
Abbreviations	KHMDS
ChemSpider	21171158 N
Jmol 3D model	Interactive image
PubChem	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
Vapor pressure	{{{value}}}
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).
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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 pK_a of 26 (compare to lithium diisopropylamide, at 36).

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.

See also

• Metal bis(trimethylsilyl)amides