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281018 Sigma-Aldrich

Sodium thiomethoxide


Synonym: Methanethiol sodium salt, Sodium methanethiolate, Sodium thiomethoxide

  • CAS Number 5188-07-8

  • Linear Formula CH3SNa

  • Molecular Weight 70.09

  •  Beilstein/REAXYS Number 3592983

  •  EC Number 225-969-9

  •  MDL number MFCD00174316

  •  PubChem Substance ID 24856962

  •  NACRES NA.23



Related Categories Materials Science, Micro/NanoElectronics, Sodium, Solution Deposition Precursors
Quality Level   100
assay   95%
form   powder or crystals
reaction suitability   core: sodium
SMILES string   [Na+].C[S-]
InChI   1S/CH4S.Na/c1-2;/h2H,1H3;/q;+1/p-1



1, 5, 25 g in glass bottle


Used to prepare a C-21 thioether of methyl 16-prednisolonecarboxylate by mesylate displacement.

Safety & Documentation

Safety Information

Signal word 
Hazard statements 
UN 2921 4.1(8) / PGII
WGK Germany 
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Frequently Asked Questions

Which document(s) contains shelf-life or expiration date information for a given product?
If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.
How do I get lot-specific information or a Certificate of Analysis?
The lot specific COA document can be found by entering the lot number above under the "Documents" section.
What is Product 281018, Sodium Thiomethoxide, soluble in?
Sodium Thiomethodixe is freely soluble in water or ethanol, but is practically insoluble in ether.
What impurities are present in Product 281018, Sodium Thiomethoxide?
We have not performed impurity profiling on this product and therefore do not know what the impurities could be. Typical impurities would be unreacted starting materials, residual solvents, reaction byproducts, etc. We also note that there may some residual methanol present in the material.
What is Product 281018, Sodium Thiomethoxide?
Sodium Thiomethoxide is an intermediate for synthesis of s-methyl thioesters when reacted with activated carboxylates and methyl alkyl sulfides when reacted with alkyl halides or tosylates. (S. Patai, ed., The Chemistry of the Thiol Group, vol. I and II, Wiley, New York, 1974)(T.C.Bruice in Organic Sulfur Compounds, N. Kharasch, ed., Pergamon Press, New York, 1961, p. 421)
My bottle of Product 281018, Sodium Thiomethoxide,is tightly sealed, but it is still giving off a strong thiol smell. Is that normal?
Yes. Many thiols are characterized by strong and repulsive odors which can "cling" to bottle during the packaging process or to clothes during use. Storing the material in a well ventilated area should help to reduce the presence of the thiol odor.
What type of reactions can Product 281018, Sodium Thiomethoxide, be used for?
Sodium Thiomethoxide can be used in reactions as a strong nucleophile, for the deacetylation of esters to acid and of lactones to omega-(methylthio) acids, dealkylation of aryl methyl esters to phenols, and for the substitution of aryl halogenides, espcially fluorides and chlorides.
How do I find price and availability?
There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote. USA customers: 1-800-325-3010 or view local office numbers.
What is the Department of Transportation shipping information for this product?
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
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