Diallyl sulfide

Base Information

• Chemical Name: Diallyl sulfide
• CAS No.: 592-88-1
• Deprecated CAS: 132879-26-6
• Molecular Formula: C6H10S
• Molecular Weight: 114.211
• Hs Code.: 29309070
• European Community (EC) Number: 209-775-1
• NSC Number: 20947
• UNII: 60G7CF7CWZ
• DSSTox Substance ID: DTXSID6060470
• Nikkaji Number: J6.765B
• Wikidata: Q11587666
• NCI Thesaurus Code: C68524
• Metabolomics Workbench ID: 47370
• ChEMBL ID: CHEMBL170458
• Mol file: 592-88-1.mol

Synonyms:allyl sulfide;diallyl sulfide;diallylsulfide;garlic oil

Chemical Property of Diallyl sulfide

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 7 mm Hg ( 20 °C)
• Melting Point: -83 °C
• Refractive Index: n20/D 1.490(lit.)
• Boiling Point: 141.5 °C at 760 mmHg
• Flash Point: 46.1 °C
• PSA: 25.30000
• Density: 0.866 g/cm³
• LogP: 2.09160
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in alcohol, chloroform, ether, and carbon tetrachloride. Insoluble in water.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 114.05032149
• Heavy Atom Count: 7
• Complexity: 49.2

Purity/Quality:

99% ^*data from raw suppliers

Diallylsulfide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26-36-37/39-23-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: C=CCSCC=C
• Uses: Used as a reagent.? Used in the industries such as medical and health, fodder and the like. Diallyl sulfide is a modulator of drug metabolizing enzyme P450 system and inducer of the phase II detoxifying enzyme GST. Diallyl sulfide is also an inhibitor of CYP2E1 and believed to prevent chemically-induced carcinogenesis in many tissues. It is also used as a food additive. It is also used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff. antibacterial, antifungal, antineoplastic, antihypercholesterolaemic, hepatoprotectant manufacture of flavors.

Technology Process of Diallyl sulfide

There total 47 articles about Diallyl 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: 95.0%

diallyl sulfoxide (14180-63-3) → diallyl sulphide (592-88-1)

Guidance literature:

With trifluoromethylsulfonic anhydride; potassium iodide; In acetonitrile; at 20 ℃; for 0.0833333h;

DOI:10.1055/s-2008-1067190

Reference yield: 47.0%

bis[2-chloro-3-(trimethylsilyl)-propyl]sulfide (1309645-82-6) → diallyl sulphide (592-88-1)

Guidance literature:

With potassium tert-butylate; In methanol; at 20 ℃; for 7h;

DOI:10.1016/j.jorganchem.2010.10.033

Reference yield: 32.0%

Dithiocarbonic acid S-allyl ester O-benzyl ester (6329-40-4) → diallyl sulphide (592-88-1) + dibenzyl sulfide (538-74-9) + allyl(benzyl)sulfide (6937-97-9)

Guidance literature:

With 1,2-bis-(diphenylphosphino)ethane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 65 ℃; for 7h;

DOI:10.1055/s-1987-27849

upstream raw materials:

allyl iodid

β,β'-dihydroxydipropyl sulfide

diallyl disulphide

3,3'-thiodipropanol

Downstream raw materials:

bis-(1-propenyl) sulfide

hexa-1,5-diene-3-thiol

propyl sulfide

2,2'-thiobis[1-(4-bromophenyl)ethanone]

Refernces

• 1、 Moore,Trego. "". . p. 4205,4207. Retrieved 1962.
• 2、 Xu, Xiaofei,Li, Chang,Tao, Zhihao,Pan, Yuanjiang. "Aqueous hemin catalyzed sulfonium ylide formation and subsequent [2,3]-sigmatropic rearrangements". supporting information. p. 1245 - 1249. Retrieved 2017/08/15.
• 3、 Liang, Dong,Wu, Haixia,Wong, Ming Wah,Huang, Dejian. "Diallyl Trisulfide Is a Fast H2S Donor, but Diallyl Disulfide Is a Slow One: The Reaction Pathways and Intermediates of Glutathione with Polysulfides". supporting information. p. 4196 - 4199. Retrieved 2015/09/15.