| |
amide_unsolvated_from_crystal.png)
| |
| Names | |
|---|---|
|
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)
|
|
| |
| |
| 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
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
References
- ^ 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.
|
| |
|
| |
| Names | |
|---|---|
|
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)
|
|
| |
| |
| 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
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
References
- ^ 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.