1,4,8,11-Tetrathiacyclotetradecane

Base Information

• Chemical Name: 1,4,8,11-Tetrathiacyclotetradecane
• CAS No.: 24194-61-4
• Molecular Formula: C₁₀H₂₀S₄
• Molecular Weight: 268.533
• Hs Code.: 2934999090
• European Community (EC) Number: 631-055-4
• NSC Number: 175434
• DSSTox Substance ID: DTXSID90306321
• Nikkaji Number: J113.861H
• Wikidata: Q82053361
• Mol file: 24194-61-4.mol

Synonyms:1,4,8,11-Tetrathiacyclotetradecane;24194-61-4;14-Ane-S4;NSC175434;SCHEMBL226197;DTXSID90306321;1,8,11-Tetrathiacyclotetradecane;WMVHWZHZRYGGOO-UHFFFAOYSA-N;MFCD00010048;4,7,11,14-tetrathiacyclotetradecan;AKOS015856599;NSC-175434;AS-61803;1,4,8,11-Tetrathiacyclotetradecane, 95%;CS-0435392;FT-0689936;T1959;T72136;J-015388;7-Difluoromethyl-5-methyl-pyrazolo-[1,5-a]pyrimidine-3-carboxylicacid;InChI=1/C10H20S4/c1-3-11-7-9-13-5-2-6-14-10-8-12-4-1/h1-10H

Chemical Property of 1,4,8,11-Tetrathiacyclotetradecane

Chemical Property:

• Vapor Pressure: 2.99E-07mmHg at 25°C
• Melting Point: 123 ºC
• Refractive Index: 1.552
• Boiling Point: 431.6 °C at 760 mmHg
• Flash Point: 287.3 °C
• PSA: 101.20000
• Density: 1.09 g/cm³
• LogP: 3.71300
• Solubility.: almost transparency in Acetone
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 268.04478533
• Heavy Atom Count: 14
• Complexity: 92.7

Purity/Quality:

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

1,4,8,11-Tetrathiacyclotetradecane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• 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: C1CSCCSCCCSCCSC1

Technology Process of 1,4,8,11-Tetrathiacyclotetradecane

There total 7 articles about 1,4,8,11-Tetrathiacyclotetradecane 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: 76.0%

3,7-dithianonane-1,9-dithiol (25676-62-4) + 1,3-dibromo-propane (109-64-8) → 1,4,8,11-tetrathiacyclotetradecane (24194-61-4)

Guidance literature:

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

DOI:10.1021/jo00335a032

Reference yield: 47.0%

ethane-1,2-dithiol (540-63-6) + 4,7-dithiadecane-1,10-di-p-toluenesulfonate (170463-49-7) → 1,4,8-trithiacycloundecane (133032-10-7) + 1,4,8,11-tetrathiacyclotetradecane (24194-61-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 150 ℃;

DOI:10.1016/j.tetlet.2005.09.050

Reference yield: 10.0%

ethylene dibromide (106-93-4) + thioacetimidic acid 3-acetimidoylsulfanyl-propyl ester; compound with GENERIC INORGANIC NEUTRAL COMPONENT → 1,4-dithiacycloheptane (6008-55-5) + 1,4,8,11-tetrathiacyclotetradecane (24194-61-4)

Guidance literature:

thioacetimidic acid 3-acetimidoylsulfanyl-propyl ester; compound with GENERIC INORGANIC NEUTRAL COMPONENT; With sodium hydroxide; tetrabutylammomium bromide; In benzene; at 60 - 65 ℃; for 1h;

ethylene dibromide; In benzene; at 60 - 65 ℃; for 1h;

DOI:10.1080/10426500307887

upstream raw materials:

ethane-1,2-dithiol

3,7-dithianonane-1,9-dithiol

1,3-dibromo-propane

ethylene dibromide

Downstream raw materials:

(1,4,8,11-tetrathiacyclotetradecane)silver(I) picrate

cis-{(1,4,8,11-tetrathiacyclotetradecane)Cl₂rhodium(III)}(B(C₆H₅)4)

Refernces

• 1、 Asmus et al.. "". . p. 2677,2679, 2681. Retrieved 1978.
• 2、 Qu, Wenchao,Rorabacher, David B.,Taschner, Michael J.. "Sulfide ion transfer from a vicinal dithiolate. A new route for the synthesis of mesocyclic trithiaethers". . p. 8057 - 8060. Retrieved 2007/10/03.
• 3、 Buter,Kellogg, Richard M.. "Synthesis of macrocyclic sulfides using cesium thiolates: 1,4,8,11-Tetrathiacyclotetradecane". . p. 150 - 150. Retrieved 2017/05/06.