1,3,2-Dioxathiane 2-oxide

Base Information

• Chemical Name: 1,3,2-Dioxathiane 2-oxide
• CAS No.: 4176-55-0
• Molecular Formula: C3H6O3S
• Molecular Weight: 122.145
• European Community (EC) Number: 224-044-7
• NSC Number: 78687
• UNII: 4AT4ZWH29Y
• DSSTox Substance ID: DTXSID10194585
• Nikkaji Number: J1.172.343H,J150.562I
• Wikidata: Q72472745
• Mol file: 4176-55-0.mol

Synonyms:1,3-Propanediol,cyclic sulfite (8CI);Trimethylene sulfite (6CI,7CI);1,3-Propylene sulfite;2-Oxo-1,3,2-dioxathiane;NSC 78687;

Chemical Property of 1,3,2-Dioxathiane 2-oxide

Chemical Property:

• Vapor Pressure: 0.866mmHg at 25°C
• Melting Point: -14 °C
• Refractive Index: 1.547
• Boiling Point: 187.5 °C at 760 mmHg
• Flash Point: 67.2 °C
• PSA: 54.74000
• Density: 1.47 g/cm³
• LogP: 0.86770
• Storage Temp.: 2-8°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 122.00376522
• Heavy Atom Count: 7
• Complexity: 74.2

Purity/Quality:

99% ^*data from raw suppliers

1,3,2-Dioxathiane 2-Oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38-41-43
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COS(=O)OC1
• Uses: Trimethylene sulfite is used as high temperature additive for electrolytes in Lithium ion batteries. It improves the decomposition resistance of the electrolyte.

Technology Process of 1,3,2-Dioxathiane 2-oxide

There total 5 articles about 1,3,2-Dioxathiane 2-oxide 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: 83.0%

trimethyleneglycol (504-63-2) → 2-oxo-1,3,2-dioxathiane (4176-55-0)

Guidance literature:

With methanesulfonic acid; diisopropyl sulfite; In toluene;

DOI:10.1080/00397919708003344

Reference yield: 15.0%

trimethyleneglycol (504-63-2) → 2-oxo-1,3,2-dioxathiane (4176-55-0) + 1,3-difluoropropane (462-39-5)

Guidance literature:

With 4,4'-diaminostilbene-2,2'-disulfonic acid; In 1,2-dimethoxyethane; for 0.5h;

Reference yield:

1,3-dibromo-propane (109-64-8) → 2-oxo-1,3,2-dioxathiane (4176-55-0)

Guidance literature:

ueber Propan-1,3-diol hergestelltes Praeparat ist zu 5prozent mit Propylensulfit verunreinigt;

upstream raw materials:

1,3-dibromo-propane

trimethyleneglycol

Downstream raw materials:

1,3,2-dioxathiane 2,2-dioxide

biphenyl

1,1'-sulfinylbisbenzene

1-bromo-3-propanol

Refernces

• 1、 King, Steven A.,Pipik, Brenda,Conlon, David A.,Bhupathy. "Preparation of cyclic sulfites by transesterification of diols and diisopropyl sulfite". . p. 701 - 707. Retrieved 2007/10/03.
• 2、 Hassanein, Salah Mohamed,Burmakov, A. I.,Bloshchitsa, F. A.,Yagupol'skii, L. M.. "REACTION OF HYDROXY AND CARBONYL COMPOUNDS WITH SULFUR TETRAFLUORIDE IX. REACTIONS OF GLYCOLS WITH SULFUR TETRAFLUORIDE". . p. 1473 - 1477. Retrieved 2007/10/02.