Diallyl disulfide

Base Information

• Chemical Name: Diallyl disulfide
• CAS No.: 2179-57-9
• Molecular Formula: C6H10S2
• Molecular Weight: 146.277
• Hs Code.: 29309090
• European Community (EC) Number: 218-548-6
• NSC Number: 29228
• UNII: 5HI47O6OA7
• DSSTox Substance ID: DTXSID9035206
• Nikkaji Number: J1.800G
• Wikipedia: Diallyl_disulfide
• Wikidata: Q419633
• NCI Thesaurus Code: C68523
• Pharos Ligand ID: FJWFGZY7TQY7
• Metabolomics Workbench ID: 46313
• ChEMBL ID: CHEMBL366603
• Mol file: 2179-57-9.mol

Synonyms:allitin;allyl disulfide;allyll disulfide;diallyl disulfide;diallyl disulphide;Garlicin

Chemical Property of Diallyl disulfide

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 1 mm Hg ( 20 °C)
• Refractive Index: n20/D 1.541(lit.)
• Boiling Point: 185 °C at 760 mmHg
• Flash Point: 42.4 °C
• PSA: 50.60000
• Density: 1.003 g/cm³
• LogP: 2.73980
• Storage Temp.: 2-8°C
• Water Solubility.: Insoluble in water
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 146.02239267
• Heavy Atom Count: 8
• Complexity: 58.9

Purity/Quality:

95% ^*data from raw suppliers

Diallyl Disulphide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-10
• Safety Statements: 26-36/37/39-37/39-16-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: C=CCSSCC=C
• Description: Allyl disulfide has a characteristic garlic odor. It is used as a flavor enhancer, flavoring agent or adjuvant. Diallyl disulfide is one of the major allergens in garlic (Al/ium sativum) and onions. Among patients who are patch-test positive to garlic, all 13 who were tested had positive reactions to diallyl sulfide 5% petrolatum.
• Uses: antineoplastic, antibacterial, apoptosis inducer, insecticide Diallyldisulfide has a range of uses varying from a Cytocrome P450 inhibitor to vasorelaxant and hypotensive. Being in the class of organosulfur compounds, it carries chemopreventive characteristics . Diallyl disulfide is one of the three principallow-molecular-weight allergens of garlic. Allylpropyl disulfide and allicin are the other allergens.

Technology Process of Diallyl disulfide

There total 53 articles about Diallyl disulfide 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%

prop-2-ene-1-thiol (870-23-5) → diallyl disulphide (2179-57-9)

Guidance literature:

With nanophase manganese (VII) oxide coated clay (NM₇O coated clay); In toluene; at 40 ℃; for 3h;

DOI:10.1080/10426500903147175

Reference yield: 95.0%

allyl bromide (106-95-6) → diallyl disulphide (2179-57-9)

Guidance literature:

With 1,2-bis(5-methylisoxazol-3-yl)hydrazine; sodium carbonate; thiourea; In water; acetonitrile; at 80 ℃; for 2h;

DOI:10.1080/17415993.2015.1070266

Reference yield: 50.8%

Diallyl selenide (127699-25-6) → diallyl disulphide (2179-57-9) + diallyl sulphide (592-88-1)

Guidance literature:

With hydrogen sulfide; In dimethyl sulfoxide; at 40 ℃; for 3h;

upstream raw materials:

prop-2-ene-1-thiol

allyl iodid

allyl bromide

S-allyl cysteine

Downstream raw materials:

diallyl sulphide

allicin

ethyl methyl disulfide

methyl n-propyl disulfide

Refernces

• 1、 Musorin, G. K.,Amosova, S. V.,Kovaleva, T. V.. "FORMATION OF DIALLYL DISULFIDE FROM DIALLYL SULFIDE IN THE H2S-DMSO SYSTEM". . p. 1518. Retrieved 1991.
• 2、 Baechler et al.. "". . p. 4442,4443, 4444. Retrieved 1973.
• 3、 Bhattacherjee, Debojit,Sufian, Abu,Mahato, Sulendar K.,Begum, Samiyara,Banerjee, Kaustav,De, Sharmistha,Srivastava, Hemant Kumar,Bhabak, Krishna P.. "Trisulfides over disulfides: Highly selective synthetic strategies, anti-proliferative activities and sustained H2S release profiles". supporting information. p. 13534 - 13537. Retrieved 2019/11/14.