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Merck
CN

329576

Sodium trimethylsilanolate

95%

Synonym(s):

Trimethylsilanol sodium salt

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About This Item

Linear Formula:
(CH3)3SiONa
CAS Number:
18027-10-6
Molecular Weight:
112.18
UNSPSC Code:
12352000
PubChem Substance ID:
24859800
NACRES:
NA.22
EC Number:
241-939-8
MDL number:
MFCD00013926
Beilstein/REAXYS Number:
3912148

Key Documents

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Product Name

Sodium trimethylsilanolate, 95%

SMILES string

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

InChI key

[HSNUIYJWTSJUMS-UHFFFAOYSA-N]
HSNUIYJWTSJUMS-UHFFFAOYSA-N

InChI

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

assay

95%

form

powder

mp

230 °C ((lit.))
230 °C (dec.) (lit.)

Quality Level

100

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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.

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.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ8490
MKCZ8492
MKCZ8491
MKCZ5087
MKCZ4608

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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)
Synthesis, characterization and some reactions of [(diene) Rh ($\mu$-OSiMe3)] 2
Bogdan M,et al.
Journal of Organometallic Chemistry, 493, 261-266 (1995)
Potassium trimethylsilanolate mediated hydrolysis of nitriles to primary amides
Merchant K
Tetrahedron Letters, 41, 3747-3749 (2000)
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)
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