MilliporeSigma
All Photos(3)

Documents

329576

Sigma-Aldrich

Sodium trimethylsilanolate

95%

All Photos(3)
Synonym(s):
Trimethylsilanol sodium salt
Linear Formula:
(CH3)3SiONa
CAS Number:
18027-10-6
Molecular Weight:
112.18
Beilstein:
3912148
EC Number:
241-939-8
MDL number:
MFCD00013926
PubChem Substance ID:
24859800
NACRES:
NA.22

Quality Level

100

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

Related Categories

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
435651104744362824
Sodium trimethylsilanolate 95%

Sigma-Aldrich

329576

Sodium trimethylsilanolate

Trimethoxyphenylsilane ≥94%

Sigma-Aldrich

435651

Trimethoxyphenylsilane

Trimethoxyphenylsilane 97%

Sigma-Aldrich

104744

Trimethoxyphenylsilane

Acetyltrimethylsilane 97%

Sigma-Aldrich

362824

Acetyltrimethylsilane

mp

230 °C (dec.) (lit.)

mp

-

mp

-

mp

-

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

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
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (Example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Customers Also Viewed

Slide 1 of 5

1 of 5

Sodium bis(trimethylsilyl)amide 95%

Sigma-Aldrich

235083

Sodium bis(trimethylsilyl)amide

2,2,4,4,6,6-Hexamethylcyclotrisilazane 97%

Sigma-Aldrich

376043

2,2,4,4,6,6-Hexamethylcyclotrisilazane

Copper(I) oxide ≥99.99% trace metals basis, anhydrous

Sigma-Aldrich

566284

Copper(I) oxide

2-Methyl-2-pentenal 97%

Sigma-Aldrich

294667

2-Methyl-2-pentenal

Hexamethyldisiloxane puriss., ≥98.5% (GC)

Sigma-Aldrich

52630

Hexamethyldisiloxane

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
Kucinski K, et al.
Inorganic chemistry frontiers, 7, 4190-4196 (2020)
Potassium trimethylsilanolate mediated hydrolysis of nitriles to primary amides
Merchant K
Tetrahedron Letters, 41, 3747-3749 (2000)
D M Hui et al.
Clinica chimica acta; international journal of clinical chemistry, 302(1-2), 171-188 (2000-11-14)
We developed a new assay method for fluoride anion (F(-)) a specific metabolite of sarin. Trimethyifluorosilane (TMFS) was derivatized from F(-) with trimethylsilanol, and TMFS was detected with a GC-flame ionization detector (FID) and capillary column system. The linear range
A Isquith et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 26(3), 263-266 (1988-03-01)
Six organosilicon compounds which had been found to have clastogenic activity in an in vitro battery of genotoxicity assays were evaluated in rat bone marrow cytogenetic assays for assessing clastogenicity in an in vivo system. None of the six compounds
View All Related Papers

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