329576
Sodium trimethylsilanolate
95%
Synonym(s):
Trimethylsilanol sodium salt
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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
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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
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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.
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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
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Synthesis, characterization and some reactions of [(diene) Rh ($\mu$-OSiMe3)] 2
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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.
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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)
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)
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)
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