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Merck
CN

281018

Sodium thiomethoxide

95%

Synonym(s):

Sodium methanethiolate, Methanethiol sodium salt, Sodium thiomethoxide

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About This Item

Linear Formula:
CH3SNa
CAS Number:
Molecular Weight:
70.09
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
EC Number:
225-969-9
Beilstein/REAXYS Number:
3592983
MDL number:
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Quality Level

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

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.


signalword

Danger

Hazard Classifications

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

Storage Class

4.1B - Flammable solid hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges



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Synthetic Communications, 37, 409-409 (2007)
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)
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



Global Trade Item Number

SKUGTIN
281018-1G04061826671429
281018-5G04061826214541
281018-25G04061826214534