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

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

| KSi2C6NH18
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[2]

GHS precautionary statements

| P280, P305+351+338, 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

Tracking categories (test):

* SizeSet

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

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

1. ↑ 1.0 1.1 "Potassium Hexamethyldisilazane". https://www.sigmaaldrich.com/ES/es/search/potassium-hexamethyldisilazane?focus=products&page=1&perpage=30&sort=relevance&term=potassium hexamethyldisilazane&type=product.
2. ↑ 2.0 2.1 Potassium bis(trimethylsilyl)amide, Sigma-Aldrich
3. ↑ 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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*[CID]: Compound ID
*[H314]: Causes severe skin burns and eye damage
*[P280]: Wear protective gloves/protective clothing/eye protection/face protection
*[P305+351+338]: IF IN EYES: Rinse continuously with water for several minutes. Remove contact lenses if present and easy to do – continue rinsing
*[P310]: Immediately call a POISON CENTER or doctor/physician