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Potassium trimethylsilanolate

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CAS:10519-96-7
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Potassium trimethylsilanolate Basic information
Product Name:Potassium trimethylsilanolate
Synonyms:Trimethylsiloxypotassium;potassium trimethylsilanolate,2M in tetrahydrofuran;(Potassiooxy)trimethylsilane;(Trimethylsilyloxy) potassium;Potassiooxytrimethylsilane;Trimethyl(potassiooxy)silane;Potassium trimethylsilanolate,Trimethylsilanol potassium salt;PotassiuM triMethyl silanolate LR grade
CAS:10519-96-7
MF:C3H9KOSi
MW:128.29
EINECS:234-062-7
Product Categories:
Mol File:10519-96-7.mol
Potassium trimethylsilanolate Structure
Potassium trimethylsilanolate Chemical Properties
Melting point 135-138 °C (lit.)
density 0.91
Fp -14°C (7°F)
storage temp. Inert atmosphere,Room Temperature
solubility DMSO (Springly), Methanol (Slightly)
form powder
Specific Gravity0.91
color White
Hydrolytic Sensitivity7: reacts slowly with moisture/water
BRN 3560282
InChIInChI=1S/C3H9OSi.K/c1-5(2,3)4;/h1-3H3;/q-1;+1
InChIKeyLBKJNHPKYFYCLL-UHFFFAOYSA-N
SMILES[Si]([O-])(C)(C)C.[K+]
EPA Substance Registry SystemSilanol, trimethyl-, potassium salt (10519-96-7)
Safety Information
Hazard Codes C
Risk Statements 34
Safety Statements 26-36/37/39-45
RIDADR UN 3263 8/PG 2
WGK Germany 3
3-10-21
TSCA TSCA listed
HazardClass 8
PackingGroup III
HS Code 29319090
Storage Class8A - Combustible corrosive hazardous materials
Hazard ClassificationsSkin Corr. 1B
MSDS Information
ProviderLanguage
SigmaAldrich English
Potassium trimethylsilanolate Usage And Synthesis
Chemical PropertiesPotassium trimethylsilanolate is a white solid with slight odor, decomposes above 134 °C.
Uses Potassium trimethylsilanolate can be used as a reagent in the:
  • Hydrolysis of nitriles to primary amides.
  • Conversion of esters to carboxylic acids, and dialkyl phosphonates to their monoalkyl phosphonates.
  • Synthesis of E-alkenes, and nitrocefin.
It can also be used as a coupling promoter in cross-coupling reaction of aliphatic alkynylsilanols with aryl iodides.
Production Methods 109 kg of hexamethyldichlorosilane was put into a stirring kettle, and nitrogen was introduced at a flow rate of 1 L/min for 0.5 h while stirring. 56 kg of potassium hydroxide was added while stirring. After returning water at 100° C. for 10 h, the material was discharged into a centrifugal spray drying oven and centrifuged and spray-dried at 3000 rpm and 100° C. for 5 h to obtain white crystalline potassium trimethylsilanol with a purity of 99.99%.
Solubility in organicsPotassium trimethylsilanolate is solubility in tetrahydrofuran, diethyl ether, toluene, dichloromethane, alcohols, and most other organic solvents.
Purification MethodsRecrystallise it from H2O and dry it at 100o/1-2mm. [Hyde et al. J Am Chem Soc 75 5615 1953, IR: Tatlock & Rochow J Org Chem 17 1555 1952, Beilstein 4 IV 3992.]
References[1] C. A., 1949, p. 7500
[2] Journal of the American Chemical Society,
[3] Journal of the American Chemical Society, 1953, vol. 75, p. 5615 - 5618
[4] , Gmelin Handbook: Si: MVol.C, 84, page 231 - 233,
[5] Patent: US2472799, 1946,
Potassium trimethylsilanolate Preparation Products And Raw materials
Raw materialsHexamethyldisiloxane-->Potassium hydroxide-->Methanol
Preparation ProductsTRIMETHYLSILYL TRIFLUOROACETATE-->4-Hydroxy-2-(methylthio)pyrimidine-5-carboxylic acid
Tag:Potassium trimethylsilanolate(10519-96-7) Related Product Information
Trimethylsilylacetylene Potassium iodide Losartan potassium Potassium Citrate TRIMETHYLSILANE Lithium bis(trimethylsilyl)amide Potassium Acetate Trimethylsilyl cyanide Chlorotrimethylsilane Methyltris(methylethylketoxime)silane Iodotrimethylsilane Potassium bromate hydroxytrimethylsilane Chloromethyltrimethylsilane N-(Trimethylsilyl)imidazole Potassium sorbate Potassium chloride Bromotrimethylsilane