1,4-Dithiane

Base Information

• Chemical Name: 1,4-Dithiane
• CAS No.: 505-29-3
• Molecular Formula: C4H8S2
• Molecular Weight: 120.24
• Hs Code.: 2934999090
• European Community (EC) Number: 208-007-2
• NSC Number: 24178
• UNII: 3274B1T5A0
• DSSTox Substance ID: DTXSID3024077
• Nikkaji Number: J6.222G
• Wikidata: Q27105310
• Metabolomics Workbench ID: 44901
• ChEMBL ID: CHEMBL3183037
• Mol file: 505-29-3.mol

Synonyms:1,4-dithiane

Chemical Property of 1,4-Dithiane

Chemical Property:

• Appearance/Colour: white solid with an extremely unpleasant smell
• Vapor Pressure: 0.459mmHg at 25°C
• Melting Point: 107-113 °C
• Refractive Index: 1.573
• Boiling Point: 200.5 °C at 760 mmHg
• Flash Point: 82.1 °C
• PSA: 50.60000
• Density: 1.14 g/cm³
• LogP: 1.46640
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 120.00674260
• Heavy Atom Count: 6
• Complexity: 26.5

Purity/Quality:

98% ^*data from raw suppliers

1,4-Dithiane ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: C1CSCCS1
• Uses: 1,4-Dithiane has been studied to be used as a way for more efficient rechargeable iron-?air and nickel-?iron batteries through small addition of organo-sulur compounds to metal electrodes.

Technology Process of 1,4-Dithiane

There total 74 articles about 1,4-Dithiane 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: 92.0%

ethane-1,2-dithiol (540-63-6) + ethylene dibromide (106-93-4) → 1,4-Dithiane (505-29-3)

Guidance literature:

With 1-pentyl-3-methylimidazolium bromide; at 60 ℃; for 5.5h;

DOI:10.1002/adsc.200505122

Reference yield: 87.5%

ethane-1,2-dithiol (540-63-6) + 1,2-dichloro-ethane (107-06-2,52399-93-6) → 1,4-Dithiane (505-29-3)

Guidance literature:

With 25percent soude; tetrabutylammomium bromide; In benzene; at 80 ℃; for 4h; Product distribution; other concentration of catalyst and soude, time;

Reference yield: 70.0%

3,6-dithiaoctan-1,8-dithiol (25423-55-6) + 1,2-bis(2-chloroethylthio)ethane (3563-36-8) → 1,4-Dithiane (505-29-3) + 1,4,7,10,13,16-hexathiacyclooctadecan (296-41-3) + 1,4,7,10-tetrathiacyclododecane (25423-56-7)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 50 ℃;

DOI:10.1007/BF00482505

upstream raw materials:

thirane

2,2'-thiobis-ethanol

2-(2-benzothiazolylthio)ethanol

1-(2-chloro-ethylsulfanyl)-2-propylsulfanyl-ethane

Downstream raw materials:

2-(benzoyloxy)-1,4-dithiane

1,4-dithiane 1,1,4-trioxide

1,4-dithiane 1,1,4,4-tetraoxide

Refernces

• 1、 Bouknight,Smith. "-". . p. 28,29. Retrieved 1939.
• 2、 Fujihara, Hisashi,Akaishi, Ryouichi,Furukawa, Naomichi. "Formation of Chlorosulfonium Salt of 1,5-Dithiacyclooctane and Transannular Sulfur-Sulfur Interaction in Hydrolysis of Its Salt". . p. 4451 - 4452. Retrieved 1987.
• 3、 Akhmetova,Murzakova,Tyumkina,Khabibullina,Bushmarinov,Korzhova,Galimzyanova. "Novel 1,5,3-dithiazepanes: Three-component synthesis, stereochemistry, and fungicidal activity". . p. 2140 - 2148. Retrieved 2013/10/01.
• 4、 Ranu, Brindaban C.,Jana, Ranjan. "Ionic liquid as catalyst and reaction medium: A simple, convenient and green procedure for the synthesis of thioethers, thioesters and dithianes using an inexpensive ionic liquid, [pmIm]Br". . p. 1811 - 1818. Retrieved 2007/10/03.