Tetramethylene sulfoxide

Base Information

• Chemical Name: Tetramethylene sulfoxide
• CAS No.: 1600-44-8
• Molecular Formula: C4H8 O S
• Molecular Weight: 104.173
• Hs Code.: 29041000
• European Community (EC) Number: 216-493-2
• NSC Number: 65433
• UNII: FL7PF5FLM2
• DSSTox Substance ID: DTXSID6061814
• Nikkaji Number: J40.777A
• Wikidata: Q81989689
• Metabolomics Workbench ID: 78509
• ChEMBL ID: CHEMBL1207
• Mol file: 1600-44-8.mol

Synonyms:tetrahydrothiophene 1-oxide;tetramethylene sulfoxide

Chemical Property of Tetramethylene sulfoxide

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 0.0123mmHg at 25°C
• Refractive Index: n20/D 1.52(lit.)
• Boiling Point: 269°Cat760mmHg
• Flash Point: 116.5°C
• PSA: 36.28000
• Density: 1.2g/cm³
• LogP: 1.39460
• Water Solubility.: Fully miscible in water.
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 104.02958605
• Heavy Atom Count: 6
• Complexity: 61.9

Purity/Quality:

99.5% ^*data from raw suppliers

Tetramethylene Sulfoxide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: C1CCS(=O)C1
• Uses: In a comparative study of aromatic fluorodenitration with Potassium fluoride, in several dipolar aprotic solvents, a much faster reaction rate was observed with DMSO or tetramethylene sulfoxide than with the more commonly used Sulfolane.

Technology Process of Tetramethylene sulfoxide

There total 21 articles about Tetramethylene sulfoxide 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%

S,S-tetramethylenesulfoximide (50578-18-2) → 1-oxothiolane (1600-44-8)

Guidance literature:

With tert.-butylnitrite; In chloroform; at 25 ℃; for 0.166667h;

Reference yield: 96.0%

S,S-tetramethylenesulfoximide (50578-18-2) + p-TolSO2NO (66021-66-7) → 1-oxothiolane (1600-44-8) + N,N'-bis(p-toluenesulfonyl)hydroxylamine (56410-24-3) + bis(4-methylphenylsulfonyl)amino 4-methylbenzenesulfonate (62419-04-9)

Guidance literature:

In acetonitrile; for 2h; Ambient temperature;

DOI:10.1016/S0040-4039(01)90158-3

Reference yield: 96.0%

S,S-tetramethylenesulfoximide (50578-18-2) + p-TolSO2NO (66021-66-7) → 1-oxothiolane (1600-44-8) + N,N'-bis(p-toluenesulfonyl)hydroxylamine (56410-24-3) + bis(4-methylphenylsulfonyl)amino 4-methylbenzenesulfonate (62419-04-9)

Guidance literature:

In acetonitrile; for 2h; Ambient temperature;

upstream raw materials:

thiophene

chloroform

diacetyl peroxide

dibenzyl selenoxide

Downstream raw materials:

thiophene

Cd(TPP)(tetramethylene sulfoxide)

Sn(C₆H₅)3(NCSe)((CH₂)4SO)

Refernces

• 1、 Chen, Hsiao Wei,Andy Hor,Pattacini, Roberto,Braunstein, Pierre. "Unexpected synthesis of an Au2In2 tetrametallatricyclic complex from α-aminophosphines and formation of Au-In-P and Ag-In-P nanomaterials". . p. 16242 - 16246. Retrieved 2015.
• 2、 Arterburn, Jeffrey B.,Nelson, Sherry L.. "Rhenium-catalyzed oxidation of sulfides with phenyl sulfoxide". . p. 2260 - 2261. Retrieved 1996.
• 3、 Karlin, Kenneth D.,Cruse, Richard W.,Gultneh, Yilma. "Dioxygen-Copper Reactivity: A Hydroperoxo-Dicopper(II) Complex". . p. 599 - 600. Retrieved 1987.
• 4、 Ghadermazi, Mohammad,Moeini, Nazanin,Molaei, Somayeh. "Synthesis and characterization of magnetic Fe3O4@Creatinine@Zr nanoparticles as novel catalyst for the synthesis of 5-substituted 1H-tetrazoles in water and the selective oxidation of sulfides with classical and ultrasonic methods". . . Retrieved 2021/12/03.
• 5、 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.