Skip to Content
MilliporeSigma
All Photos(3)

Key Documents

329576

Sigma-Aldrich

Sodium trimethylsilanolate

95%

Synonym(s):

Trimethylsilanol sodium salt

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(CH3)3SiONa
CAS Number:
Molecular Weight:
112.18
Beilstein/REAXYS Number:
3912148
EC Number:
MDL number:
UNSPSC Code:
12352000
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

mp

230 °C (dec.) (lit.)

SMILES string

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

InChI

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

InChI key

HSNUIYJWTSJUMS-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

Sodium trimethylsilanolate is a versatile and very powerful reagent for the conversion of esters to carboxylic acids and the hydrolysis of nitriles to primary amides. It can be used as a starting material for the synthesis of metal silanolates via the salt metathesis and as a catalyst for the silylation of silanols with hydrosilanes.

Application

Sodium trimethylsilanolate is used as a catalyst in the:
  • Synthesis of the rhodium silonate complex.
  • Silylation of methylphenylsilane with tert-butyldimethylsilanol to synthesize trisiloxanes.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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
Marija L, et al.
Croatica Chemica Acta. Arhiv Za Kemiju, 80, 109-115 (2007)
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, 109-115 (2007)
Silylation of silanols with hydrosilanes via main-group catalysis: the synthesis of unsymmetrical siloxanes and hydrosiloxanes
Krzysztof K, et al.
Inorganic chemistry frontiers, 7, 4190-4196 (2020)
Synthesis, characterization and some reactions of [(diene) Rh ($\mu$-OSiMe3)] 2
Bogdan M,et al.
Journal of Organometallic Chemistry, 493, 261-266 (1995)
Silylation of silanols with hydrosilanes via main-group catalysis: the synthesis of unsymmetrical siloxanes and hydrosiloxanes
Kucinski K, et al.
Inorganic chemistry frontiers, 7, 4190-4196 (2020)

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