Sodium thiomethoxide

• CAS: 5188-07-8
• Catalog Number: ACM5188078
• Category: Micro/NanoElectronics
• Molecular Weight: 70.09
• Molecular Formula: CH3NaS
• Description: Liquid
• Synonyms: 1-Methanethiolsodiumsalt
• IUPAC Name: Sodium;methanethiolate
• Canonical SMILES: C[S-].[Na+]
• InChI: InChI=1S/CH4S.Na/c1-2;/h2H,1H3;/q;+1/p-1
• InChI Key: RMBAVIFYHOYIFM-UHFFFAOYSA-M
• 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: 2
• EC Number: 225-969-9
• Exact Mass: 69.98531555
• Formal Charge: 0
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Heavy Atom Count: 3
• Monoisotopic Mass: 69.98531555
• Odor: Offensive odor
• Rotatable Bond Count: 0
• Topological Polar Surface Area: 1 Ų
• UNII: LB29JWW8H7

Custom Q&A

What is the PubChem CID of Sodium thiomethoxide?

The PubChem CID of Sodium thiomethoxide is 4378561.

What is the molecular formula of Sodium thiomethoxide?

The molecular formula of Sodium thiomethoxide is CH3NaS.

What is the molecular weight of Sodium thiomethoxide?

The molecular weight of Sodium thiomethoxide is 70.09 g/mol.

What is the IUPAC name of Sodium thiomethoxide?

The IUPAC name of Sodium thiomethoxide is sodium;methanethiolate.

What is the InChI of Sodium thiomethoxide?

The InChI of Sodium thiomethoxide is InChI=1S/CH4S.Na/c1-2;/h2H,1H3;/q;+1/p-1.

What is the InChIKey of Sodium thiomethoxide?

The InChIKey of Sodium thiomethoxide is RMBAVIFYHOYIFM-UHFFFAOYSA-M.

What is the canonical SMILES of Sodium thiomethoxide?

The canonical SMILES of Sodium thiomethoxide is C[S-].[Na+].

What is the CAS number of Sodium thiomethoxide?

The CAS number of Sodium thiomethoxide is 5188-07-8.

What is the EC number of Sodium thiomethoxide?

The EC number of Sodium thiomethoxide is 225-969-9.

What is the Wikipedia page for Sodium thiomethoxide?

The Wikipedia page for Sodium thiomethoxide is Sodium_methanethiolate.