Ethanethiol

Base Information

• Chemical Name: Ethanethiol
• CAS No.: 75-08-1
• Molecular Formula: C2H6S
• Molecular Weight: 62.1356
• European Community (EC) Number: 200-837-3
• ICSC Number: 0470
• NSC Number: 93877
• UN Number: 2363
• UNII: M439R54A1D
• DSSTox Substance ID: DTXSID9026394
• Nikkaji Number: J1.439G
• Wikipedia: Ethanethiol
• Wikidata: Q407918
• Mol file: 75-08-1.mol

Synonyms:ethanethiol;ethanethiol silver salt (+2);ethanethiol sodium salt;ethyl mercaptan

Chemical Property of Ethanethiol

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 537mmHg at 25°C
• Melting Point: -148 °C
• Refractive Index: 1.4864
• Boiling Point: 34.663 °C at 760 mmHg
• Flash Point: 1 °F
• PSA: 38.80000
• Density: 0.822 g/cm³
• LogP: 0.93610
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 62.01902136
• Heavy Atom Count: 3
• Complexity: 2.8
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99.0% ^*data from raw suppliers

Safty Information:

• Pictogram(s): F; Xn;N
• Hazard Codes: F:Flammable;;
• Statements: R11:; R20:; R50/53:
• Safety Statements: S16:; S25:; S60:; S61:

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Thiols
• Canonical SMILES: CCS
• Inhalation Risk: A harmful contamination of the air can be reached very quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract. The substance may cause effects on the central nervous system. This may result in lowering of consciousness and respiratory depression.

Technology Process of Ethanethiol

There total 439 articles about Ethanethiol 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-ethyl 4-methoxybenzothioate (22872-52-2) → 4-methoxybenzoic acid (100-09-4) + ethanethiol (75-08-1)

Guidance literature:

With sulfuric acid; In water; at 25 ℃; Mechanism;

DOI:10.1139/v82-438

Reference yield:

1-Ethylsulfanyl-4-(4-nitro-phenylazo)-isoquinolin-3-ol (109541-34-6) → 4-aminohomophthalimide (804430-99-7) + 4-nitro-aniline (100-01-6,104810-17-5) + ethanethiol (75-08-1)

Guidance literature:

In ethanol; water; at 20 ℃; controlled potential electrolysis;

Reference yield:

benzaldehyde diethyldithioacetal (7334-52-3) → benzaldehyde (100-52-7) + ethanethiol (75-08-1)

Guidance literature:

With perchloric acid; In 1,4-dioxane; water; at 25 ℃; Kinetics; Thermodynamic data; ΔH(excit.), ΔS(excit.);

upstream raw materials:

1-Ethylsulfanyl-4-p-tolylazo-isoquinolin-3-ol

4-(4-Chloro-phenylazo)-1-ethylsulfanyl-isoquinolin-3-ol

1-Ethylsulfanyl-4-(4-methoxy-phenylazo)-isoquinolin-3-ol

5,6-dihydro-2,4,6-trimethyl-4H-1,3,5-dithiazine

Downstream raw materials:

2-(ethylsulfanyl)ethanol

ethyl-trisulfane

2-(2-ethylsulfanyl-ethylsulfanyl)-ethanethiol

2-ethylsulfanyl-ethanethiol

Refernces

Synthesis of D-fructofuranosides using thioglycosides as glycosyl donors

10.1021/jo951641t

The research aimed to synthesize D-fructofuranosides using benzylated and benzoylated ethyl thioglycosides as glycosyl donors for coupling with various carbohydrate acceptors. The study found that these thiofructofuranosides, when promoted by dimethyl(methylthio)sulfonium triflate (DMTST) or N-iodosuccinimide (NIS), were excellent glycosyl donors, yielding disaccharide products in quantitative or near-quantitative yields, which is a rarity in oligosaccharide synthesis. The benzoylated donors predominantly produced α-linked fructofuranosides due to the participation of the 3-O-benzoyl group, while benzylated donors resulted in α/β-mixtures. Key chemicals used in the process included 2-O-acetyl-1,3,4,6-tetra-O-benzoyl-D-fructofuranose, ethyl mercaptan, BF3 etherate, and various carbohydrate acceptors such as 5, 6, and 7. The research concluded that ethyl 2-thio-D-fructofuranosides are superior glycosyl donors, capable of producing oligosaccharide products with high yields, and that the use of NIS as a promoter, particularly at lower temperatures, can enhance the production of β-fructofuranosidic products.

Synthesis and glycosylation of thio-D-fructofuranoside donors

10.1016/0040-4039(96)01614-0

The research focuses on the development of a method for the stereospecific synthesis of fructofuranosides, which are important components of various polysaccharides and possess significant biological functions. The study aimed to address the challenges in forming fructofuranosides using standard glycosylation methods, which often result in low yields or anomeric mixtures. The researchers synthesized two ethyl thioglycosides of D-fructofuranose, compounds 4a and 4b, which were differentially protected at positions 1 and 6. These compounds were used as donors in glycosylation reactions with various acceptors in the presence of iodonium di-sym-collidine perchlorate (IDCP) as a promoter. The study concluded that the developed approach could be a valuable tool for the synthesis of fructofuranosides, especially for the preparation of oligosaccharides with specific anomeric configurations. The chemicals used in the process included D-arabinose for the synthesis of the donors, various acceptors such as compounds 5 through 10, and reagents like IDCP, boron trifluoride etherate, and ethanethiol for the glycosylation reactions.