S-Ethyl ethanethioate

Base Information

• Chemical Name: S-Ethyl ethanethioate
• CAS No.: 625-60-5
• Molecular Formula: C4H8OS
• Molecular Weight: 104.173
• Hs Code.: 29309090
• European Community (EC) Number: 261-601-3,210-904-9
• UNII: 6E715F929W
• DSSTox Substance ID: DTXSID5060807
• Nikkaji Number: J135.424H
• Wikidata: Q27264667
• Metabolomics Workbench ID: 44737
• Mol file: 625-60-5.mol

Synonyms:S-Ethyl ethanethioate;625-60-5;S-Ethyl thioacetate;Ethyl ethanethioate;Ethanethioic acid S-ethyl ester;S-Ethyl thiolacetate;Ethyl thiolacetate;ETHANETHIOIC ACID, S-ETHYL ESTER;Ethanethioic acid, ethyl ester;59094-77-8;Acetic acid, thio-, S-ethyl ester;Acetic acid, thio-, ethyl ester;Thioethyl compound;FEMA No. 3282;EINECS 261-601-3;1-(ethylsulfanyl)ethan-1-one;Thioacetic Acid S-Ethyl Ester;EINECS 210-904-9;6E715F929W;AI3-14852;Ethylthioacetate;CH3COSC2H5;ETHANETHIOL, ACETATE;Ethyl thioacetate, >=98%;Thioacetic acid, ethyl ester;ETHYL THIOACETATE, S-;SCHEMBL764245;DTXSID5060807;UNII-6E715F929W;FEMA 3282;ETHYL THIOLACETATE [FHFI];CHEBI:179440;MFCD00015178;AKOS015950880;LS-2750;LS-65720;CS-0206289;E0708;FT-0626239;H11301;EN300-7252096;Q27264667

Chemical Property of S-Ethyl ethanethioate

Chemical Property:

• Vapor Pressure: 18.2mmHg at 25°C
• Refractive Index: n20/D 1.458(lit.)
• Boiling Point: 116.4 °C at 760 mmHg
• Flash Point: 18.3 °C
• PSA: 41.32000
• Density: 0.98g/cm³
• LogP: 1.37020
• Water Solubility.: Insoluble in water
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 104.02958605
• Heavy Atom Count: 6
• Complexity: 51.5

Purity/Quality:

99% ^*data from raw suppliers

S-Ethyl Thioacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F; Xn
• Hazard Codes: F,Xn
• Statements: 11-22-37/38-41-20/21/22
• Safety Statements: 26-39-36/37-23-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCSC(=O)C
• Chemical Composition and Structure: S-Ethyl ethanethioate is a natural product found in Durio zibethinus. It has the molecular structure of an ethyl group attached to an ethanethioate moiety.
• Uses and Mechanism of Action: Reacts in catalytic asymmetric aldol reactions to form α-unsubstituted β-hydroxy thioesters.; ; Participates in the decomposition of durian flavor volatiles, such as ethanethiol and s-ethyl ethanethioate, under the photocatalytic reaction of TiO2-coated film.
• References: Reacts in catalytic asymmetric aldol reactions to form α-unsubstituted β-hydroxy thioesters.^[1]; ; Participates in the decomposition of durian flavor volatiles, such as ethanethiol and s-ethyl ethanethioate, under the photocatalytic reaction of TiO2-coated film.^[2]

Technology Process of S-Ethyl ethanethioate

There total 45 articles about S-Ethyl ethanethioate 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: 99.0%

ethyl dithioacetate (870-73-5) → ethyl thioacetate (625-60-5)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; for 7h; Ambient temperature;

DOI:10.1016/S0040-4039(00)85234-X

Reference yield: 98.0%

acetic anhydride (108-24-7) + ethanethiol (75-08-1) → ethyl thioacetate (625-60-5)

Guidance literature:

With silver trifluoromethanesulfonate; at 20 ℃; for 0.0666667h; neat (no solvent);

DOI:10.1055/s-0030-1259999

Reference yield: 96.0%

acetyl chloride (75-36-5) + ethanethiol (75-08-1) → ethyl thioacetate (625-60-5)

Guidance literature:

zirconium(IV) oxychloride; at 20 ℃; for 0.0666667h;

DOI:10.1016/j.tetlet.2004.10.164

upstream raw materials:

diethyl sulphide

acetyl iodide

acetic anhydride

ethanethiol

Downstream raw materials:

1,1-diphenylethanol

Cyanoaceton

trimethylsulphonium iodide

3-(triphenyl-λ⁵-phosphanylidene)-hexan-2-one

Refernces

• 1、 Vlasova,Grigor'Eva,Voronkov. "Acyl iodides in organic synthesis. Reaction of acetyl iodide with Dialkyl sulfides and disulfides". . p. 46 - 48. Retrieved 2013/03/28.
• 2、 Ghosh, Rina,Maiti, Swarupananda,Chakraborty, Arijit. "Facile catalyzed acylation of alcohols, phenols, amines and thiols based on ZrOCl2·8H2O and acetyl chloride in solution and in solvent-free conditions". . p. 147 - 151. Retrieved 2007/10/03.