Potassium trimethylsilanolate CAS 10519-96-7

Introduction：Basic information about Potassium trimethylsilanolate CAS 10519-96-7, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

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
• Mol File: 10519-96-7.mol

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 Gravity: 0.91
• color: White
• Hydrolytic Sensitivity: 7: reacts slowly with moisture/water
• BRN: 3560282
• InChI: InChI=1S/C3H9OSi.K/c1-5(2,3)4;/h1-3H3;/q-1;+1
• InChIKey: LBKJNHPKYFYCLL-UHFFFAOYSA-N
• SMILES: [Si]([O-])(C)(C)C.[K+]
• EPA Substance Registry System: Silanol, 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
• F: 3-10-21
• TSCA: TSCA listed
• HazardClass: 8
• PackingGroup: III
• HS Code: 29319090
• Storage Class: 8A - Combustible corrosive hazardous materials
• Hazard Classifications: Skin Corr. 1B

Potassium trimethylsilanolate Usage And Synthesis

Chemical Properties

Potassium 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 organics

Potassium trimethylsilanolate is solubility in tetrahydrofuran, diethyl ether, toluene, dichloromethane, alcohols, and most other organic solvents.

Purification Methods

Recrystallise 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 materials: Hexamethyldisiloxane-->Potassium hydroxide-->Methanol
• Preparation Products: TRIMETHYLSILYL TRIFLUOROACETATE-->4-Hydroxy-2-(methylthio)pyrimidine-5-carboxylic acid