6-Oxa-3-thiabicyclo[3.1.0]hexane 3,3-dioxide

Base Information

• Chemical Name: 6-Oxa-3-thiabicyclo[3.1.0]hexane 3,3-dioxide
• CAS No.: 4509-11-9
• Molecular Formula: C4H6O3S
• Molecular Weight: 134.156
• Hs Code.: 2902199090
• European Community (EC) Number: 224-827-3
• NSC Number: 24263
• DSSTox Substance ID: DTXSID30963336
• Nikkaji Number: J34.622E
• Mol file: 4509-11-9.mol

Synonyms:4509-11-9;3,4-Epoxytetrahydrothiophene-1,1-dioxide;3,4-Epoxysulfolane;6-Oxa-3-thiabicyclo[3.1.0]hexane 3,3-dioxide;2,3-Epoxytetramethylene sulfone;2,3-Epoxy-1,4-butanediyl sulfone;Tetramethylene sulfone, 2,3-epoxy-;3,4-Epoxytetrahydrothiophene 1,1-dioxide;Tetrahydro-3,4-epoxythiophene 1,1-dioxide;Thiophene, tetrahydro-3,4-epoxy-, 1,1-dioxide;6-oxa-3??-thiabicyclo[3.1.0]hexane-3,3-dione;EINECS 224-827-3;MFCD00065014;NSC 24263;6-oxa-3lambda6-thiabicyclo[3.1.0]hexane 3,3-dioxide;BRN 0113462;6-OXA-3-THIABICYCLO(3.1.0)HEXANE 3,3-DIOXIDE;6-oxa-3lambda~6~-thiabicyclo[3.1.0]hexane-3,3-dione;2,4-butanediyl sulfone;6-oxa-3-thiabicyclo[3.1.0]hexane-3,3-dione;WLN: T35 BO ESWTJ;6-Oxa-3-thiabicyclo[3.1.0]hexane, 3,3-dioxide;SCHEMBL635289;Tetramethylene sulfone,3-epoxy-;DTXSID30963336;NSC24263;BBL010360;NSC-24263;STK711900;AKOS000269521;AKOS016039439;AT11458;LS-99632;VS-02462;FT-0635333;EN300-13553;6-Oxa-3-thiabicyclo[3.1.0]hexane,3-dioxide;3,4-Epoxytetrahydrothiophene-1,1-dioxide, 97%;6-Oxa-3-thiabicyclo[3.1.0]hexane3,3-dioxide;4-19-00-00111 (Beilstein Handbook Reference);6-oxa-3|E?-thiabicyclo[3.1.0]hexane-3,3-dione;6-oxa-3lambda6-thiabicyclo[3.1.0]hexane-3,3-dione;Z56941977;F1294-0015;3,4-Epoxytetrahydrothiophene-1,1-dioxide, technical grade

Chemical Property of 6-Oxa-3-thiabicyclo[3.1.0]hexane 3,3-dioxide

Chemical Property:

• Vapor Pressure: 1.3E-05mmHg at 25°C
• Melting Point: 145-150oC(lit.)
• Refractive Index: 1.4661 (estimate)
• Boiling Point: 379.2°C at 760 mmHg
• Flash Point: 183.1°C
• PSA: 55.05000
• Density: 1.576g/cm³
• LogP: 0.26300
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 134.00376522
• Heavy Atom Count: 8
• Complexity: 184

Purity/Quality:

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

3,4-Epoxytetrahydrothiophene-1,1-dioxide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C(O2)CS1(=O)=O
• Uses: Used to prepare sulfolene derivatives and acyclic polyenes used in natural product synthesis. For a synthesis, see Tetrahedron Lett.

Technology Process of 6-Oxa-3-thiabicyclo[3.1.0]hexane 3,3-dioxide

There total 5 articles about 6-Oxa-3-thiabicyclo[3.1.0]hexane 3,3-dioxide 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: 70.0%

3-Sulfolene (77-79-2) → 3,4-epoxy-tetrahydro-thiophene-1,1-dioxide (4509-11-9)

Guidance literature:

With peracetic acid; Ambient temperature;

DOI:10.1016/S0040-4020(01)83501-8

Reference yield: 6.0%

3-Sulfolene (77-79-2) → 3,4-epoxy-tetrahydro-thiophene-1,1-dioxide (4509-11-9) + 3-Fluoro-2,3-dihydrothiophene-1,1-dioxide (695-27-2) + trans-3,4-Difluoro-2,3,4,5-tetrahydrothiophene-1,1-dioxide (51237-22-0,132287-84-4) + cis-3,4-Difluoro-2,3,4,5-tetrahydrothiophene-1,1-dioxide (220704-95-0)

Guidance literature:

With water; fluorine; In acetonitrile; Ambient temperature;

DOI:10.1016/S0022-1139(98)00252-8

Reference yield:

rac-3-hydroxy-4-chlorotetrahydrothiophene-1,1-dioxide (20688-38-4,49592-61-2,60696-38-0) → 3,4-epoxy-tetrahydro-thiophene-1,1-dioxide (4509-11-9)

Guidance literature:

With silver(l) oxide; In 1,2-dimethoxyethane;

DOI:10.1021/jo01287a038

upstream raw materials:

3-Sulfolene

rac-3-hydroxy-4-chlorotetrahydrothiophene-1,1-dioxide

Downstream raw materials:

N-(2-Bromo-benzyl)-N-(1,1-dioxo-2,3-dihydro-1H-1λ⁶-thiophen-3-yl)-acetamide

Acetic acid 4-[acetyl-(2-bromo-benzyl)-amino]-1,1-dioxo-tetrahydro-1λ⁶-thiophen-3-yl ester

4-(R)-amino-1,1-dioxo-tetrahydro-thiophen-3-(R)-ol

3-hydroxytetrahydrothiophene-1,1-dioxide

Refernces

• 1、 -. "Kinase inhibitor compounds". Page/Page column 20. . Retrieved 2009/04/24.
• 2、 Xue, Fengtian,Seto, Christopher T.. "Structure-activity studies of cyclic ketone inhibitors of the serine protease plasmin: Design, synthesis, and biological activity". . p. 8467 - 8487. Retrieved 2008/02/05.