1-(Prop-2-enyldisulfanyl)-3-prop-2-enylsulfinylprop-1-ene

Base Information

• Chemical Name: 1-(Prop-2-enyldisulfanyl)-3-prop-2-enylsulfinylprop-1-ene
• CAS No.: 92285-01-3
• Molecular Formula: C9H14 O S3
• Molecular Weight: 234.408
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID10893965
• Wikidata: Q81987798
• Mol file: 92285-01-3.mol

Synonyms:Acuagel; Adjoen;1-(prop-2-enyldisulfanyl)-3-prop-2-enylsulfinylprop-1-ene;DTXSID10893965;NCI60_004938;4,5,9-trithiadodeca-1,6,11-triene-9-oxide

Chemical Property of 1-(Prop-2-enyldisulfanyl)-3-prop-2-enylsulfinylprop-1-ene

Chemical Property:

• Vapor Pressure: 1.61E-05mmHg at 25°C
• Boiling Point: 376°Cat760mmHg
• Flash Point: 181.2°C
• PSA: 86.88000
• Density: 1.181g/cm³
• LogP: 3.86790
• Storage Temp.: −20°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 234.02067859
• Heavy Atom Count: 13
• Complexity: 199

Purity/Quality:

99% ^*data from raw suppliers

E/ZAjoene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCSSC=CCS(=O)CC=C

Technology Process of 1-(Prop-2-enyldisulfanyl)-3-prop-2-enylsulfinylprop-1-ene

There total 7 articles about 1-(Prop-2-enyldisulfanyl)-3-prop-2-enylsulfinylprop-1-ene 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: 49.0%

1-allyl-2-(3-(allylthio)prop-1-en-1-yl)disulfane (928838-16-8) → 1-allyl-2-(3-(allylsulfinyl)prop-1-en-1-yl)disulfane (92285-01-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -78 - 20 ℃;

DOI:10.1002/chem.202001598

Reference yield:

allicin (539-86-6) → 1-allyl-2-(3-(allylsulfinyl)prop-1-en-1-yl)disulfane (92285-01-3)

Guidance literature:

trifluoroacetic acid; In tetrahydrofuran; at 64 ℃; for 4h; Product distribution / selectivity;

Reference yield:

diallyl disulphide (2179-57-9) → 1-allyl-2-(3-(allylsulfinyl)prop-1-en-1-yl)disulfane (92285-01-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 3,3-dimethyldioxirane / acetone / 0.75 h / -50 - -20 °C / Inert atmosphere

2: trifluoroacetic acid / tetrahydrofuran / 4 h / 64 °C

With 3,3-dimethyldioxirane; trifluoroacetic acid; In tetrahydrofuran; acetone;

upstream raw materials:

allicin

diallyl disulphide

1-allyl-2-(3-(allylthio)prop-1-en-1-yl)disulfane

S-(prop-2-yn-1-yl) ethanethioate

Downstream raw materials:

C₁₂H₁₄O₂S₃

Refernces

• 1、 -. "PROCESS FOR THE MANUFACTURE OF AJOENE DERIVATIVES". Page/Page column 18-19. . Retrieved 2012/06/30.