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3,4-EPOXYTETRAHYDROTHIOPHENE-1,1-DIOXIDE is an organic compound with a unique molecular structure that features an epoxide group and a thiophene ring. It is known for its potential applications in various chemical and pharmaceutical processes due to its versatile chemical properties.

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  • 4509-11-9 Structure
  • Basic information

    1. Product Name: 3,4-EPOXYTETRAHYDROTHIOPHENE-1,1-DIOXIDE
    2. Synonyms: AKOS NCG1-0092;AKOS BBS-00004820;6-OXA-3-THIA-BICYCLO[3.1.0]HEXANE 3,3-DIOXIDE;3,4-EPOXYTETRAHYDROTHIOPHENE-1,1-DIOXIDE;IFLAB-BB F1294-0015;3,4-EPOXYTETRAHYDROTHIOPHENE-1,1-DIOXIDE , TECH.;2,3-Epoxy-1,4-butanediyl sulfone;6-Oxa-3-thiabicyclo[3.1.0]hexane,3,3-dioxide(6CI,7CI,8CI,9CI)
    3. CAS NO:4509-11-9
    4. Molecular Formula: C4H6O3S
    5. Molecular Weight: 134.15
    6. EINECS: 224-827-3
    7. Product Categories: EPOXYDE;Epoxide Monomers;Monomers;Polymer Science;Epoxides;Organic Building Blocks;Oxygen Compounds
    8. Mol File: 4509-11-9.mol
  • Chemical Properties

    1. Melting Point: 145-150 °C(lit.)
    2. Boiling Point: 113°C
    3. Flash Point: 183.1°C
    4. Appearance: /
    5. Density: 1.272 (estimate)
    6. Vapor Pressure: 1.3E-05mmHg at 25°C
    7. Refractive Index: 1.4661 (estimate)
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: 3,4-EPOXYTETRAHYDROTHIOPHENE-1,1-DIOXIDE(CAS DataBase Reference)
    11. NIST Chemistry Reference: 3,4-EPOXYTETRAHYDROTHIOPHENE-1,1-DIOXIDE(4509-11-9)
    12. EPA Substance Registry System: 3,4-EPOXYTETRAHYDROTHIOPHENE-1,1-DIOXIDE(4509-11-9)
  • Safety Data

    1. Hazard Codes: Xn
    2. Statements: 20/21/22-36/37/38
    3. Safety Statements: 26-36
    4. WGK Germany: 3
    5. RTECS: RP3850000
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 4509-11-9(Hazardous Substances Data)

4509-11-9 Usage

Uses

Used in Chemical Synthesis:
3,4-EPOXYTETRAHYDROTHIOPHENE-1,1-DIOXIDE is used as a key intermediate for the preparation of sulfolene derivatives and acyclic polyenes, which are essential in natural product synthesis. Its unique structure allows for further functionalization and modification, making it a valuable compound in the development of new chemical entities.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3,4-EPOXYTETRAHYDROTHIOPHENE-1,1-DIOXIDE is utilized as a building block for the synthesis of various drug candidates. Its ability to form different chemical moieties makes it a promising starting material for the development of novel therapeutic agents.
For a synthesis, see Tetrahedron Lett.:
The synthesis of 3,4-EPOXYTETRAHYDROTHIOPHENE-1,1-DIOXIDE and its subsequent applications can be found in the scientific journal Tetrahedron Letters, which provides detailed information on the chemical processes and reactions involved in its preparation and use.

Check Digit Verification of cas no

The CAS Registry Mumber 4509-11-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,5,0 and 9 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 4509-11:
(6*4)+(5*5)+(4*0)+(3*9)+(2*1)+(1*1)=79
79 % 10 = 9
So 4509-11-9 is a valid CAS Registry Number.
InChI:InChI=1/C4H6O3S/c5-8(6)1-3-4(2-8)7-3/h3-4H,1-2H2/t3-,4+

4509-11-9 Well-known Company Product Price

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  • Aldrich

  • (414999)  3,4-Epoxytetrahydrothiophene-1,1-dioxide  97%

  • 4509-11-9

  • 414999-1G

  • 1,485.90CNY

  • Detail
  • Aldrich

  • (145033)  3,4-Epoxytetrahydrothiophene-1,1-dioxide  technical grade

  • 4509-11-9

  • 145033-1G

  • 1,377.09CNY

  • Detail

4509-11-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-oxa-3λ<sup>6</sup>-thiabicyclo[3.1.0]hexane 3,3-dioxide

1.2 Other means of identification

Product number -
Other names 2,3-Epoxytetramethylene sulfone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4509-11-9 SDS

4509-11-9Relevant articles and documents

3-Vinyl-2,5-dihydrothiophene 1,1-Dioxide: A Novel, Easily Accesible, High-yielding Precursor to Dendralene, the Simplest Representative of the Diene-transmissive Polyenes

Cadogan, J. I. G.,Cradock, Stephen,Gillam, Susannah,Gosney, Ian

, p. 114 - 115 (1991)

Cheleotropic extrusion of SO2 from readily prepared 3-vinyl-2,5-dihydrothiophene 1,1-dioxide 2 provides a clean and efficient route to dendralene (3-methylenepenta-1,4-diene 1), the simplest member of the diene-transmissive polyenes, which contrary to previous reports is a stable, easily handed compound that shows unexpected selectivity in Diels-Alder cycloadditions, thus enhancing its utility as a tandem annelating reagent.

Kinase inhibitor compounds

-

Page/Page column 20, (2009/04/24)

The invention relates to compounds, compositions comprising the compounds, and methods of using the compounds and compound compositions. The compounds, compositions, and methods described herein can be used for the therapeutic modulation of kinase-mediated processes, and treatment of disease and disease symptoms, particularly those mediated by certain kinase enzymes.

KINASE INHIBITOR COMPOUNDS

-

Page/Page column 47, (2008/06/13)

The invention relates to compounds, compositions comprising the compounds, and methods of using the compounds and compound compositions. The compounds, compositions, and methods described herein can be used for the therapeutic modulation of kinase-mediated processes, and treatment of disease and disease symptoms, particularly those mediated by certain kinase enzymes.

Structure-activity studies of cyclic ketone inhibitors of the serine protease plasmin: Design, synthesis, and biological activity

Xue, Fengtian,Seto, Christopher T.

, p. 8467 - 8487 (2008/02/05)

Three series of cyclic ketone inhibitors were synthesized and evaluated against the serine protease plasmin. Peptide inhibitors that incorporated 3-oxotetrahydrofuran and 3-oxotetrahydrothiophene 1,1-dioxide groups had the highest activities. Alkylamino substituents, which were designed to bind in the S1 subsite of plasmin, were attached to the inhibitors. Compounds 5c and 5g, which incorporated 6-aminohexyl substituents, were found to be optimal and demonstrated IC50 values in the low micromolar range. Incorporating conformationally constrained peptide segments into the inhibitors did not improve their activities.

Toward the synthesis of novel fluorinated building blocks: 3,4-difluorothiophene-1,1-dioxide

Nowak, Ireneusz,Rogers, Lillian M.,Rogers, Robin D.,Thrashe, Joseph S.

, p. 27 - 31 (2007/10/03)

Addition of elemental fluorine to 2,5-dihydrothiophene-1,1-dioxide (4) provided a mixture of isomeric 3,4-difluoro-2,3,4,5-tetrahydrothiophene-1,1-dioxides (5) in moderate yield. Photochemical chlorination of each of these isomers gave the same product mixture consisting mainly of trans-3-chloro-3,4-difluoro-2,3,4,5-tetrahydrothiophene-1,1-dioxide (9a) and trans-3,4-dichloro-3,4-difluoro-2,3,4,5-tetrahydrothiophene-1,1-dioxide (11b). Dehydrohalogenation of the former gave 3,4-difluoro-4,5-dihydrothiophene-1,1-dioxide (12) as the main product, whereas dehydrohalogenation of the latter gave 3,4-difluorothiophene-1,1-dioxide (3) as the main product.

CHEMICAL REPERCUSSIONS OF ORBITAL INTERACTIONS THROUGH BOND AND THROUGH SPACE. THE REACTIVITY OF THE DOUBLE BOND IN UNSATURATED CYCLIC SULPHONES TOWARDS AZIRIDINE FORMATION AND EPOXIDATION

Aitken, Alan R.,Gosney, Ian,Farries, Hugh,Palmer, Michael H.,Simpson, Isobel,et al.

, p. 2487 - 2503 (2007/10/02)

The ease of formation of aziridine and/or epoxides from a series of bicyclic olefins, where distant sulphonyl groups are present, is very variable.There is some correlation between reactivity of the vinyl group and its ?-ionisation potential which is high in the present molecules relative to comperison olefins.This increase is thought to be due to the presence of orbital interactions through bonds and/or through space between the sulphone group and the double bond, making the latter electron deficient.The ionisations potentials were determined by UV-photoelectron spectroscopy and the assignments made by recourse to ab initio configuration interaction methods.

Oxygen-17 Nuclear Magnetic Resonance Spectral Investigation of 3-Alkoxy-trans-3,4-Disubstituted-Thiolane 1,1-Dioxides and Related Compounds

Sammakia, Tarek H.,Harris, David L.,Evans, Slayton A.

, p. 747 - 752 (2007/10/02)

The (17)O NMR spectra of 3-alkoxythiolane 1,1-dioxides indicate that the sulfonyl oxygens are diastereotopic but their chemical shift differences are essentially independent of the structure of the alkyl group in the alkoxy moiety.Eu(fod)3 enhances the (17)O chemical shift difference between the diastereotopic sulfonyl oxygens in 3-isopropoxythiolane 1,1-dioxide and shifts both oxygens upfield. α,β-Unsaturation deshields the sulfonyl oxygens in both five- and six-membered rings.

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