Sulfolane

Base Information

• Chemical Name: Sulfolane
• CAS No.: 126-33-0
• Deprecated CAS: 208252-54-4
• Molecular Formula: C4H8O2S
• Molecular Weight: 120.172
• Hs Code.: 2934.90
• European Community (EC) Number: 204-783-1
• NSC Number: 46443
• UN Number: 3334
• UNII: Y5L06AH4G5
• DSSTox Substance ID: DTXSID3027037
• Nikkaji Number: J2.512G
• Wikipedia: Sulfolane
• Wikidata: Q416239
• ChEMBL ID: CHEMBL3186899
• Mol file: 126-33-0.mol

Synonyms:sulfolane

Chemical Property of Sulfolane

Chemical Property:

• Appearance/Colour: colourless crystals
• Vapor Pressure: 0.01 mm Hg ( 20 °C)
• Melting Point: 27.4 °C
• Refractive Index: n20/D 1.484(lit.)
• Boiling Point: 285.568 °C at 760 mmHg
• Flash Point: 170.678 °C
• PSA: 42.52000
• Density: 1.261 g/cm³
• LogP: 1.27580
• Storage Temp.: Store below +30°C.
• Sensitive.: Hygroscopic
• Solubility.: >=100g/l soluble
• Water Solubility.: soluble
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 120.02450067
• Heavy Atom Count: 7
• Complexity: 128
• Transport DOT Label: Class 9

Purity/Quality:

99% ^*data from raw suppliers

Sulfolane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 23-25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: C1CCS(=O)(=O)C1
• Uses: Sulfolane is widely used as an industrial solvent, especially in the extraction of aromatic hydrocarbons from hydrocarbon mixtures and to purify natural gas.?The first large scale commercial use of sulfolane, the sulfinol process, was first implemented by Shell Oil Company in March 1964 at the Person gas plant near Karnes City, Texas. The sulfinol process purifies natural gas by removing H2S, CO2, COS and mercaptans from natural gas with a mixture of alkanolamine and sulfolane. Selective solvent for liquid-vapor extractions. Process solvent for extractions of aromatics and for purification of acid gases. Sulfolane is used in lithium-ion batteries.

Technology Process of Sulfolane

There total 13 articles about Sulfolane 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: 100.0%

thiophene (110-01-0) → sulfolane (126-33-0,208252-54-4)

Guidance literature:

With silica gel; magnesium monoperoxyphthalate hexahydrate; In dichloromethane; for 0.833333h; Heating;

DOI:10.1080/00397919808004877

Reference yield: 100.0%

3-Sulfolene (77-79-2) → sulfolane (126-33-0,208252-54-4)

Guidance literature:

With triethylsilane; 1% Pd on activated carbon; In water; at 45 ℃; for 20h; chemoselective reaction; Green chemistry;

DOI:10.1039/d0gc02087g

Reference yield: 87.0%

thiophene (110-01-0) → 1-oxothiolane (1600-44-8) + sulfolane (126-33-0,208252-54-4)

Guidance literature:

With urea-hydrogen peroxide; at 85 ℃; for 0.116667h;

DOI:10.1021/ol990522n

upstream raw materials:

thiophene

3-Sulfolene

3-Isopropoxythiolane 1,3-dioxide

1-oxothiolane

Downstream raw materials:

2-allyl-4-methylphenol

(1,1-dioxo-tetrahydro-1λ⁶-thiophen-2-yl)-phenyl-methanol

C₁₈H₁₈

1,2-dimethyl-cyclobutene

Refernces

• 1、 Sharipov. "Oxidation of Sulfides with Hydrogen Peroxide to Sulfoxides and Sulfones". . p. 108 - 113. Retrieved 2003.
• 2、 Bost,Conn. "-". . p. 93,95. Retrieved 1931.
• 3、 Sasaki, Yoh,Ushimaru, Kyohei,Iteya, Katsuma,Nakayama, Hirokazu,Yamaguchi, Shunro,Ichihara, Junko. "Tetrabutylammonium phosphomolybdate on fluorapatite: An efficient solid catalyst for solvent-free selective oxidation of sulfides". . p. 9513 - 9515. Retrieved 2004.
• 4、 Menati, Saeid,Rudbari, Hadi Amiri,Khorshidifard, Mahsa,Jalilian, Fariba. "A new oxovanadium(IV) complex containing an O,N-bidentate Schiff base ligand: Synthesis at ambient temperature, characterization, crystal structure and catalytic performance in selective oxidation of sulfides to sulfones using H2O2 under solvent-free conditions". . p. 94 - 102. Retrieved 2016.
• 5、 Maayan, Galia,Popovitz-Biro, Ronit,Neumann, Ronny. "Micelle directed synthesis of polyoxometalate nanoparticles and their improved catalytic activity for the aerobic oxidation of sulfides". . p. 4968 - 4969. Retrieved 2006.
• 6、 Ashcroft, Martyn M.,Bougeard, Peter,Bury, Adrian,Cooksey, Christopher J.,Johnson, Michael D.,et al.. "Homolytic Displacement at Saturated Carbon. 9. The Reactions of Trichloromethanesulfonyl Chloride with Pent-4-enylcobaloximes and with Olefines. A Novel Route to (Trichloroethyl)sulfolanes via an SHi Mechanism". . p. 1751 - 1761. Retrieved 1984.
• 7、 Miyamura, Hiroyuki,Akiyama, Ryo,Ishida, Tasuku,Matsubara, Ryosuke,Takeuchi, Masahiro,Kobayashi, Shu. "Polymer-micelle incarcerated ruthenium catalysts for oxidation of alcohols and sulfides". . p. 12177 - 12185. Retrieved 2005.
• 8、 Emsley, John,Gold, Victor,Jais, M. Jamil B.. "SOLUTIONS OF HBr IN SULPHOLANE". . p. 2028 - 2031. Retrieved 1980.
• 9、 Cao, Zhong-Yan,Li, Xiaolong,Lu, Hao,Wang, Panpan,Wang, Shengqiang,Xu, Xiaobo,Yan, Leyu,Yang, A-Xiu. "Selective synthesis of sulfoxides and sulfonesviacontrollable oxidation of sulfides withN-fluorobenzenesulfonimide". supporting information. p. 8691 - 8695. Retrieved 2021/10/22.
• 10、 Liu, Junli,Shi, Wenxiong,Wang, Xun. "ZnO-POM Cluster Sub-1 nm Nanosheets as Robust Catalysts for the Oxidation of Thioethers at Room Temperature". supporting information. p. 16217 - 16225. Retrieved 2021/10/12.