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,