Skip to Content
MilliporeSigma
All Photos(4)

Key Documents

324868

Sigma-Aldrich

Potassium trimethylsilanolate

90%, technical grade

Synonym(s):

Trimethylsilanol potassium salt

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(CH3)3SiOK
CAS Number:
Molecular Weight:
128.29
Beilstein/REAXYS Number:
3560282
EC Number:
MDL number:
UNSPSC Code:
12352302
PubChem Substance ID:
NACRES:
NA.22

grade

technical grade

Quality Level

assay

90%

mp

135-138 °C (lit.)

SMILES string

[K+].C[Si](C)(C)[O-]

InChI

1S/C3H9OSi.K/c1-5(2,3)4;/h1-3H3;/q-1;+1

InChI key

LBKJNHPKYFYCLL-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

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.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Scope and limitations of sodium and potassium trimethylsilanolate as reagents for conversion of esters to carboxylic acids
Lovric M, et al.
Croatica Chemica Acta. Arhiv Za Kemiju, 80(1), 109-115 (2007)
Alkene synthesis: elimination of arenesulfinic acid from alkyl aryl sulfones using potassium trimethylsilanolate as base
Baker-Glenn CAG, et al.
Tetrahedron Letters, 46(43), 7427-7430 (2005)
Potassium trimethylsilanolate mediated hydrolysis of nitriles to primary amides
Merchant KJ
Tetrahedron Letters, 41(19), 3747-3749 (2000)
A practical synthesis of nitrocefin
Lee M, et al.
The Journal of Organic Chemistry, 70(1), 367-369 (2005)
Tetrahedron Letters, 25, 5831-5831 (1984)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service