Divinyl sulfide

Base Information

• Chemical Name: Divinyl sulfide
• CAS No.: 627-51-0
• Molecular Formula: C4H6 S
• Molecular Weight: 86.1576
• Hs Code.: 2930909090
• UNII: CL87X0NVJA
• DSSTox Substance ID: DTXSID10211766
• Nikkaji Number: J6.867E
• Wikipedia: Divinyl_sulfide
• Wikidata: Q27275519
• Metabolomics Workbench ID: 46282
• Mol file: 627-51-0.mol

Synonyms:divinyl sulfide;divinylsulfide;ethene, 1,1'-thiobis-;ethylene sulfide;thiirane;vinyl sulfide

Chemical Property of Divinyl sulfide

Chemical Property:

• Vapor Pressure: 82.2mmHg at 25°C
• Melting Point: 20°C
• Refractive Index: 1.4800 (estimate)
• Boiling Point: 84°C at 760 mmHg
• PSA: 25.30000
• Density: 0.872g/cm³
• LogP: 2.00660
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 86.01902136
• Heavy Atom Count: 5
• Complexity: 32.9

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CSC=C
• General Description: Ethenylsulfanylethene (also known as vinylsulfide or divinyl sulfide) is identified in this study as the simplest vinyl sulfide structure with two hydroxyl groups, which demonstrated the most effective inhibitory activity among the tested compounds against α- and β-D-glucosidases. However, its inhibitory potency was still weak, highlighting the need for structural modifications to enhance interaction with enzyme active sites. The findings suggest that ethenylsulfanylethene derivatives may serve as a starting point for developing more potent enzyme inhibitors, though further optimization is required.

Technology Process of Divinyl sulfide

There total 15 articles about Divinyl sulfide 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: 93.0%

methanol (67-56-1) + bis (2-chloroethyl) sulphide (505-60-2) → β-chloroethyl vinyl sulfide (81142-02-1) + divinyl sulfide (627-51-0) + 2-chloroethyl 2-methoxyethyl sulfide (91159-34-1) + bis(2-methoxyethyl)sulfide (22428-72-4)

Guidance literature:

With KF impregnated alumina support enriched with coordinatively unsaturated fluoride;

DOI:10.1021/acs.joc.8b01314

Reference yield: 86.5%

chloroethylene (75-01-4,9002-86-2) → dimethylsulfide (75-18-3) + methyl vinyl sulfide (1822-74-8) + divinyl sulfide (627-51-0) + vinyl ethylsulfide (627-50-9)

Guidance literature:

With sodium sulfide; potassium hydroxide; In dimethyl sulfoxide; at 90 - 100 ℃; for 6h; Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;

Reference yield: 54.0%

divinyl sulfoxide (1115-15-7) + chloro-trimethyl-silane (75-77-4) → 1-chloroethyl 2-chlorovinyl sulfide (151292-66-9) + divinyl sulfide (627-51-0) + Hexamethyldisiloxane (107-46-0) + 2-chlorovinyl vinyl sulfide (89322-44-1) + 1,2-dichloroethyl vinyl sulfide (40709-80-6) + S-vinyl chlorothioacetate (143088-19-1)

Guidance literature:

at 130 - 140 ℃; for 2.5h;

upstream raw materials:

chloroethylene

dimethyl sulfoxide

acetylene

para-nitrophenyl bromide

Downstream raw materials:

Divinyl sulfone

1,1'-oxybisethene

1,1′-[sulfanediylbis(ethane-2,1-diylsulfanediyl)]dibenzene

n-hexyl-vinyl sulfide

Refernces

Synthesis of polyhydroxylated cyclohexenyl sulfides and sulfoxides. Evaluation of their inhibitory activity on α- and β-D-glucosidases

10.1016/S0008-6215(99)00137-8

This research focuses on synthesizing and evaluating polyhydroxylated cyclohexenyl sulfides and sulfoxides as potential inhibitors of α- and β-D-glucosidases. The study aims to develop new carbasugar-type derivatives that mimic the transition state of glucoside hydrolysis, potentially leading to more effective enzyme inhibitors. Key chemicals used include racemic cyclohexanones, thiophenol, acetic acid, and various oxidizing agents like m-chloroperoxybenzoic acid and t-butylhydroperoxide. The synthesized compounds were tested for their inhibitory activity against α- and β-D-glucosidases from Brewers yeast and sweet almonds. The results showed that these compounds were very weak inhibitors, with inhibitory properties not significantly dependent on the number of hydroxyl groups or the presence of a sulfoxide group. The most effective inhibitor was the simplest vinyl sulfide with only two hydroxyl groups. The study concludes that further modifications are needed to improve the inhibitory potency of these compounds, and suggests that the current structures lack the necessary features to interact efficiently with the active sites of the tested enzymes.

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