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281018

Sigma-Aldrich

Sodium thiomethoxide

95%

Synonym(s):

Sodium methanethiolate, Methanethiol sodium salt, Sodium thiomethoxide

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About This Item

Linear Formula:
CH3SNa
CAS Number:
5188-07-8
Molecular Weight:
70.09
Beilstein:
3592983
EC Number:
225-969-9
MDL number:
MFCD00174316
UNSPSC Code:
12352103
PubChem Substance ID:
24856962
NACRES:
NA.23

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

InChI key

RMBAVIFYHOYIFM-UHFFFAOYSA-M

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General description

Sodium thiomethoxide is mainly used as a reagent in organicsynthesis, especially as a strong nucleophile for various reactions such astransesterification reactions and condensation reactions. It is also asulfur source to prepare various inorganic and organosulfurcompounds.

Application

Sodium thiomethoxide can be used:
  • As a precursor to synthesize sulfonyl-containing dipolar glass polymers.
  • To fabricate semiconductors for organic field effect transistors.
  • To synthesize mono- and dithiols of tetraethylene glycol andpoly(ethylene glycol)s via transesterification reaction.

Signal Word

Danger

Hazard Statements

H228,H301,H314

Hazard Classifications

Acute Tox. 3 Oral - Flam. Sol. 1 - Skin Corr. 1A

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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’.

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High Dielectric Constant Sulfonyl-Containing Dipolar Glass Polymers with Enhanced Orientational Polarization
Zhu, Yu-Feng, et al.
Macromolecules, 51, 6257-6266 (2018)
Kuhan Chandru et al.
Scientific reports, 6, 29883-29883 (2016-07-23)
Thioesters and thioacetic acid (TAA) have been invoked as key reagents for the origin of life as activated forms of acetate analogous to acetyl-CoA. These species could have served as high-energy group-transfer reagents and allowed carbon insertions to form higher
Synthesis of Mono-and Dithiols of Tetraethylene Glycol and Poly(ethylene glycol)s via Enzyme Catalysis
Prajakatta Mulay, et al.
Catalysts, 9, 228-228 (2019)
Synthetic Communications, 37, 409-409 (2007)
Zichao Ye et al.
Dalton transactions (Cambridge, England : 2003), 45(47), 18954-18966 (2016-11-16)
Approaching the ultimate limits of material sizes provides a route for designing new functional materials with extraordinary properties. We report the first systematic synthesis and characterization study of a wide range of highly ordered silver alkanethiolate (AgSCnH2n+1 or AgSCn, n
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