4509-11-9

Basic information

• Product Name: 3,4-EPOXYTETRAHYDROTHIOPHENE-1,1-DIOXIDE
• 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)
• CAS NO: 4509-11-9
• Molecular Formula: C₄H₆O₃S
• Molecular Weight: 134.15
• EINECS: 224-827-3
• Product Categories: EPOXYDE;Epoxide Monomers;Monomers;Polymer Science;Epoxides;Organic Building Blocks;Oxygen Compounds
• Mol File: 4509-11-9.mol
• Article Data: 7

Chemical Properties

• Melting Point: 145-150 °C(lit.)
• Boiling Point: 113°C
• Flash Point: 183.1°C
• Appearance: /
• Density: 1.272 (estimate)
• Vapor Pressure: 1.3E-05mmHg at 25°C
• Refractive Index: 1.4661 (estimate)
• CAS DataBase Reference: 3,4-EPOXYTETRAHYDROTHIOPHENE-1,1-DIOXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-EPOXYTETRAHYDROTHIOPHENE-1,1-DIOXIDE(4509-11-9)
• EPA Substance Registry System: 3,4-EPOXYTETRAHYDROTHIOPHENE-1,1-DIOXIDE(4509-11-9)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: RP3850000
• Hazardous Substances Data: 4509-11-9(Hazardous Substances Data)

Usage

Uses

Used to prepare sulfolene derivatives and acyclic polyenes used in natural product synthesis. For a synthesis, see Tetrahedron Lett.

InChI:InChI=1/C4H6O3S/c5-8(6)1-3-4(2-8)7-3/h3-4H,1-2H2/t3-,4+

Upstream product

• 20688-38-4 rac-3-hydroxy-4-chlorotetrahydrothiophene-1,1-dioxide 
• 77-79-2 3-Sulfolene 

Downstream Products

• 215653-98-8 N-(2-Bromo-benzyl)-N-(1,1-dioxo-2,3-dihydro-1H-1λ⁶-thiophen-3-yl)-acetamide 
• 215653-97-7 Acetic acid 4-[acetyl-(2-bromo-benzyl)-amino]-1,1-dioxo-tetrahydro-1λ⁶-thiophen-3-yl ester 
• 13031-76-0 3-hydroxytetrahydrothiophene-1,1-dioxide 
• 81591-82-4 thiirano-3,4-thiolane 1,1-dioxide 
• 75135-29-4 trans-(3-Hydroxy-1,1-dioxothiolan-4-ylamino)acetic acid 
• 75135-29-4 cis-(3-Hydroxy-1,1-dioxothiolan-4-ylamino)acetic acid 
• 56799-39-4 cis-4-o-Chloroanilinothiolan-3-ol 1,1-dioxide 
• 35895-26-2 trans-4-anilinothiolan-3-ol 1,1-dioxide 
• 75754-25-5 3-chloro-4-acetoxysulfolane 
• 49592-61-2 3-chloro-4-hydroxythiolane 1,1-dioxide 
• 75135-14-7 (3R,4R)-4-(4-Methoxy-phenylamino)-1,1-dioxo-tetrahydro-1λ⁶-thiophen-3-ol 
• 75754-27-7 3-chloro-4-benzoxysulfolane 
• 35895-28-4 (3R,4R)-4-(4-Chloro-phenylamino)-1,1-dioxo-tetrahydro-1λ⁶-thiophen-3-ol 
• 35895-27-3 trans-4-p-Toluidinothiolan-3-ol 1,1-dioxide 

Relevant 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

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

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.

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

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.