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HomeProduct name listPotassium thioacetate

Potassium thioacetate

Synonym(s):Ethanethioic acid potassium salt;Potassium thioacetate;Thioacetic acid potassium salt;Thiolacetic acid potassium salt

  • CAS NO.:10387-40-3
  • Empirical Formula: C2H3KOS
  • Molecular Weight: 114.21
  • MDL number: MFCD00137704
  • EINECS: 233-848-7
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-22 14:21:17
Potassium thioacetate Structural

What is Potassium thioacetate?

Chemical properties

white to light brown crystalline powder, crystals

The Uses of Potassium thioacetate

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

The Uses of Potassium thioacetate

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.

What are the applications of Application

Potassium thioacetate is a thiol releasing reagent in halide preparation

What are the applications of 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.

Properties of Potassium thioacetate

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)

Safety information for Potassium thioacetate

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for Potassium thioacetate

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