CAS 5188-07-8 Sodium thiomethoxide - Materials / Alfa Chemistry

NAVIGATION

Sodium thiomethoxide

PRICE INQUIRY

Catalog Number

ACM5188078

CAS Number

5188-07-8

Product Name

Sodium thiomethoxide

Structure

Category

Solution Deposition Precursors

Synonyms

1-Methanethiolsodiumsalt

Description

Liquid

IUPAC Name

Sodium;methanethiolate

Molecular Weight

70.09

Molecular Formula

CH3NaS

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

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.

Complexity

4.8

Covalently-Bonded Unit Count

EC Number

225-969-9

Exact Mass

69.98531555

Formal Charge

Heavy Atom Count

Monoisotopic Mass

69.98531555

Odor