1,4,7,10-Tetrathiacyclododecane

Base Information

• Chemical Name: 1,4,7,10-Tetrathiacyclododecane
• CAS No.: 25423-56-7
• Molecular Formula: C8H16 S4
• Molecular Weight: 240.479
• European Community (EC) Number: 631-038-1
• NSC Number: 295589
• UNII: JLZ9K3KCA5
• DSSTox Substance ID: DTXSID50180083
• Nikkaji Number: J114.447B
• Wikidata: Q27117140
• Metabolomics Workbench ID: 55571
• Mol file: 25423-56-7.mol

Synonyms:12-thiacrown-4

Chemical Property of 1,4,7,10-Tetrathiacyclododecane

Chemical Property:

• Vapor Pressure: 5.44E-06mmHg at 25°C
• Melting Point: 226-228 °C(lit.)
• Boiling Point: 160-162 °C0.5 mm Hg(lit.)
• Flash Point: 281.2°C
• PSA: 101.20000
• Density: 1.14g/cm³
• LogP: 2.93280
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 240.01348520
• Heavy Atom Count: 12
• Complexity: 65.1

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,4,7,10-Tetrathiacyclododecane 98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CSCCSCCSCCS1
• Uses: Reactant involved in:Studies of carbon-sulfur activationComplexation of thiacrown ethers

Technology Process of 1,4,7,10-Tetrathiacyclododecane

There total 7 articles about 1,4,7,10-Tetrathiacyclododecane 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: 88.0%

3,6-dithiaoctan-1,8-dithiol (25423-55-6) + ethylene dibromide (106-93-4) → 1,4,7,10-tetrathiacyclododecane (25423-56-7)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 45 - 50 ℃;

DOI:10.1021/jo00335a032

Reference yield: 83.4%

2,2'-ethane-1,2-diylbissulfanyl-bis-ethanol (5244-34-8) + ethylene dibromide (106-93-4) → 1,4,7,10-tetrathiacyclododecane (25423-56-7)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 13h;

DOI:10.1021/ja00248a031

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:

3,6-dithiaoctan-1,8-dithiol

1,2-bis(2-chloroethylthio)ethane

2,2'-ethane-1,2-diylbissulfanyl-bis-ethanol

ethylene dibromide

Downstream raw materials:

[RuCl([12]aneS₄)(PPh₃)][PF₆]

Refernces

• 1、 Adams, Richard D.,Brosius, Kellie M.,Kwon, O.-Sung. "The catalytic synthesis of thiacrowns from thiiranes by Group VI and VII transition metal carbonyl complexes". . p. 51 - 59. Retrieved 2007/10/03.
• 2、 Yatsimirskii, K. B.,Pavlishchuk, V. V.,Strizhak, P. E.. "SYNTHESIS OF TETRATHIAMACROCYCLIC LIGANDS, AND STUDY OF THEIR COMPLEX FORMATION WITH COPPER(II) IONS". . p. 2453 - 2457. Retrieved 2007/10/02.