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217263

Sigma-Aldrich

Sodium thiosulfate

ReagentPlus®, 99%

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About This Item

Linear Formula:
Na2S2O3
CAS Number:
Molecular Weight:
158.11
EC Number:
MDL number:
UNSPSC Code:
12352302
PubChem Substance ID:
NACRES:
NA.21

product line

ReagentPlus®

Assay

99%

form

powder, crystals or chunks

pH

6.0-8.5 (20 °C, 50 g/L)

SMILES string

[Na+].[Na+].[O-]S([O-])(=O)=S

InChI

1S/2Na.H2O3S2/c;;1-5(2,3)4/h;;(H2,1,2,3,4)/q2*+1;/p-2

InChI key

AKHNMLFCWUSKQB-UHFFFAOYSA-L

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General description

Sodium thiosulfate is an inorganic salt composed of thiosulfate and sodium ion with the chemical formula Na2S2O3. It is general reducing agent and useful sulfur source in synthetic chemistry

Application

Applied in a widely useful, thiosulfate-assisted, synthesis of a variety of diamine-CuCN complexes.
Sodium thiosulfate can be used as a
  • Component in the synthesis of unsymmetrical aryl sulfides under aqueous conditions, where C–S–C bond formed in presence of other two components (alcohols and organohalides).
  • Reagent for the activation of carbon material.
  • Reagent in the synthesis of S-glycosyl thiosulfates (glycosyl bunte salts) by direct condensation of unprotected sugars using dehydrating agent DMC (2-chloro-1,3-dimethylimidazolinium chloride) in water-acetonitrile solvent mixture.
  • Reagent with alkyl halide in the synthesis of Bunte salts by SN2 mechanism using Cu catalyst.
  • Reagent in the synthesis of aryl thiols from aryl halides by palladium catalyzed cross-coupling reaction.

Features and Benefits

Sodium thiosulfate is:
  • Stable
  • Environmentally friendly
  • Odorless
  • Inexpensive.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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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A new synthetic procedure developed recently in our laboratories has made possible the synthesis of variety of new complexes of CuCN with diamines. Synthesis was effected by adding the ligand to a solution of CuCN in aqueous sodium thiosulfate. This

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