Potassium trimethylsilanolate Chemical Properties

Melting point:

135-138 °C (lit.)

Density 

0.91

Flash point:

-14°C (7°F)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

DMSO (Springly), Methanol (Slightly)

form 

powder

color 

White

Specific Gravity

0.91

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 

Yes

HazardClass 

8

PackingGroup 

III

HS Code 

29319090

MSDS

• Language:English Provider:SigmaAldrich

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(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