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Potassium thioacetate

Basic information Safety Supplier Related

Potassium thioacetate Basic information

Product Name:
Potassium thioacetate
Synonyms:
  • Acetic acid, thio-, potassium salt
  • Potassium thioethanoate
  • Potassium thioacetate,98%
  • Kaliumthioacetat
  • Potassium thioaccetate
  • Potasium thioacetate
  • Potassium thioacetat
  • PotassiuM thioacetate, 98% 25GR
CAS:
10387-40-3
MF:
C2H3KOS
MW:
114.21
EINECS:
233-848-7
Product Categories:
  • Pharmaceutical intermediates
  • 10387-40-3
Mol File:
10387-40-3.mol
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Potassium thioacetate Chemical Properties

Melting point:
173-176 °C (lit.)
Density 
1.58 g/cm3
storage temp. 
Inert atmosphere,Room Temperature
solubility 
soluble
form 
Crystalline Powder, Crystals or Chunks
color 
White to light brown
Water Solubility 
soluble
Sensitive 
Air Sensitive & Hygroscopic
Hydrolytic Sensitivity
4: no reaction with water under neutral conditions
BRN 
3595448
CAS DataBase Reference
10387-40-3(CAS DataBase Reference)
EPA Substance Registry System
Ethanethioic acid, potassium salt (10387-40-3)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
RIDADR 
UN 3335
WGK Germany 
3
3-9-13-23
TSCA 
Yes
HazardClass 
9
HS Code 
29309070

MSDS

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Potassium thioacetate Usage And Synthesis

Chemical Properties

white to light brown crystalline powder, crystals

Uses

Potassium Thioacetate is the potassium salt of Thioacetic Acid, a commonly used reagent in organic synthesis for the introduction of thiol groups in molecules.

Uses

Potassium thioacetate is used for palladium mediated coupling with aryl halides and triflates leading to S-arylthioacetates and derivatives. It is also used as a reagent in the conversion of halides to thiols.

Application

Potassium thioacetate is an organosulfur compound and a salt with the formula CH3COS−K+. This white, water-soluble solid is used as a reagent for preparing thioacetate esters and other derivatives . It acts as a sulfur source in the synthesis of sulfur-containing organic compounds for the synthesis of heterocycles, polymers, transition-metal ligands, nanoparticles, bioactive compounds and macromolecular inclusion complexes. It is also used for palladium mediated coupling with aryl halides and triflates leading to S-arylthioacetates and derivatives and it is also used as a reagent in the conversion of halides to thiols.

Reactions

Thioacetate is also a class of sulfur-containing nucleophiles, of which potassium thioacetate is the most widely used reagent. Potassium thioacetate reacts with organic halides to form thioesters, which are often used as thiol-protecting groups.In the classical reaction, potassium thioacetate replaces the bromine atom to form a thiol in which the thioester formed in the first step is subjected to a nucleophilic addition elimination reaction to obtain a thiol via hydrolysis, alcoholysis or ammonolysis. Unlike the thiol formation from bromine and thiourea, this method is not strictly limited to polystyrenes. It can also be extended to poly(meth)acrylate systems. It is important that there is no observation of ester hydrolysis during the process.

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