Sodium thiomethoxide
Catalog Number
ACM5188078
CAS
5188-07-8
IUPAC Name
Sodium;methanethiolate
Synonyms
1-Methanethiolsodiumsalt
Application
Sodium thiomethoxide, a faint yellowish red clear liquid, is leveraged primarily in synthetic chemistry to prepare C-21 thioether compounds, such as methyl 16-prednisolonecarboxylate, through mesylate displacement. As the sodium conjugate base of methanethiol, it serves as a critical nucleophile in organic synthesis. Commercially available as a white solid, this compound is a valuable reagent for synthesizing thiol-based analogues of suberoylanilide hydroxamic acid (SAHA), known for their potent histone deacetylase inhibitory activity. Additionally, sodium thiomethoxide reacts with trifluoroacetic acid and water, yielding sodium trifluoroacetate in its active form. This reaction is facilitated by the formation of a bicyclic heterocycle, demonstrating efficacy against various bacterial strains.
Molecular Weight
70.09
Molecular Formula
CH3NaS
Product Information
Description
Liquid
Canonical SMILES
C[S-].[Na+]
InChI
InChI=1S/CH4S.Na/c1-2;/h2H,1H3;/q;+1/p-1
InChI Key
RMBAVIFYHOYIFM-UHFFFAOYSA-M
Purity
95%+
Appearance
Colorless liquid
Complexity
4.8
Covalently-Bonded Unit Count
2
Exact Mass
69.98531555
Heavy Atom Count
3
Monoisotopic Mass
69.98531555
Odor
Offensive odor
Rotatable Bond Count
0
Topological Polar Surface Area
1 Ų
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