Thioacetate

Base Information

• Chemical Name: Thioacetate
• CAS No.: 29632-72-2
• Molecular Formula: C₂H₃OS
• Molecular Weight: 75.1112
• DSSTox Substance ID: DTXSID10396805
• Nikkaji Number: J423.150C
• Wikidata: Q27104129
• Mol file: 29632-72-2.mol

Synonyms:Thioacetate;ethanethioate;29632-72-2;Thioacetat;CHEBI:30320;DTXSID10396805;DUYAAUVXQSMXQP-UHFFFAOYSA-M;A828259;Q27104129

Chemical Property of Thioacetate

Chemical Property:

• Vapor Pressure: 4.3mmHg at 25°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 74.99046089
• Heavy Atom Count: 4
• Complexity: 33

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)[S-]

Technology Process of Thioacetate

There total 1 articles about Thioacetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

S-phenyl thioacetate (934-87-2) → (R)-thioacetate (29632-72-2)

Guidance literature:

With Mytilus edulis tissue homogenate; water; sodium phosphate; 5,5'-dithiobis-(2-nitrobenzoic acid); at 25 ℃; for 0.0833333h; pH=7.4; Enzyme kinetics;

DOI:10.1016/S0166-445X(02)00051-6

Reference yield: 96.0%

(R)-thioacetate (29632-72-2) + C20H22N4O3S → C15H18N4OS

Guidance literature:

In N,N-dimethyl-formamide; for 3h; Inert atmosphere; Schlenk technique; Reflux;

DOI:10.1002/chem.202100547

Reference yield: 89.0%

(R)-thioacetate (29632-72-2) + C14H35N3PS(1+) (103514-65-4) → S-octyl thioacetate (2432-34-0)

Guidance literature:

In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)94972-4

upstream raw materials:

S-phenyl thioacetate

Downstream raw materials:

S-octyl thioacetate

1,4-bis(thioacetate ethyl oxyethyl oxyethyl)benzene

(S)-2-acetylthio-3-phenylpropanoic acid

Refernces

Thioesters for the in vitro evaluation of agents to image brain cholinesterases

10.3109/14756366.2011.647008

The study explores the potential of N-methylpiperidinyl thioesters as surrogate substrates for evaluating corresponding ester compounds as imaging agents for acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) in neurological disorders like Alzheimer's disease. The researchers synthesized various N-methylpiperidinyl thioesters and esters, including derivatives from aryl acid chlorides (4-cyanobenzenecarbothioate, 4-fluorobenzenecarbothioate, and 4-iodobenzenecarbothioate) and alkyl acid chlorides (ethanethioate, propanethioate, and butanethioate), as well as their corresponding esters. These compounds were used to conduct enzyme kinetics studies to determine their affinities and hydrolysis rates by AChE and BuChE. The thioesters were also employed in histochemical evaluations to visualize cholinesterase activity in human brain tissue. The results showed that the thioesters had comparable affinities to their ester counterparts and could effectively visualize cholinesterase distribution in brain tissue, suggesting their potential as screening tools for developing imaging agents targeting the cholinergic system.

The conversion of L-beta-chloroalanine peptides to L-cysteine peptides.

10.1021/jo01347a030

The study explores the conversion of L-p-chloroalanine peptides to L-cysteine peptides using thio reagents such as thioacetate, thiobenzoate, and benzyl mercaptide in solvents like N,N-dimethylformamide or ethyl acetate. The researchers synthesized several di-, tri-, and penta-1-cysteine peptides through this method. The study also investigates the reaction of thio reagents with L-p-chloroalanine peptides, resulting in the formation of optically active L-cysteine peptides. The displacement of p-chloro groups by thioacetic acid was extended to peptides with the chloroalanine moiety between other amino acid residues in tripeptides and pentapeptides. The study provides detailed experimental procedures and analytical data for the synthesized compounds.