53336-42-8

Basic information

• Product Name: 3-Bromo-2,3-dihydro-thiophene 1,1-dioxide
• Synonyms: 4-Bromo-2-sulfolene;Nsc 227878;Thiophene, 3-bromo-2,3-dihydro-, 1,1-dioxide
• CAS NO: 53336-42-8
• Molecular Formula: C₄H₅BrO₂S
• Molecular Weight: 197.06
• Mol File: 53336-42-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 64.5-65 °C
• Boiling Point: 352.3°Cat760mmHg
• Flash Point: 166.8°C
• Appearance: /
• Density: 1.914g/cm³
• Vapor Pressure: 7.89E-05mmHg at 25°C
• Refractive Index: 1.594
• CAS DataBase Reference: 3-Bromo-2,3-dihydro-thiophene 1,1-dioxide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Bromo-2,3-dihydro-thiophene 1,1-dioxide(53336-42-8)
• EPA Substance Registry System: 3-Bromo-2,3-dihydro-thiophene 1,1-dioxide(53336-42-8)

Safety Data

• Hazardous Substances Data: 53336-42-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C4H5BrO2S/c5-4-1-2-8(6,7)3-4/h1-2,4H,3H2

Upstream product

• 7311-84-4 trans-3,4-dibromosulfolane 
• 77-79-2 3-Sulfolene 
• 1022981-00-5 3-bromo-4-(pentafluorosulfanyl)-sulfolan 
• 15091-30-2 3,4-dibromo-2,3,4,5-tetrahydrothiophene-1,1-dioxide 

Downstream Products

• 123414-46-0 (3aR,6aR)-5,5-Dioxo-3-(2,4,6-trichloro-phenyl)-hexahydro-5λ⁶-thieno[3,4-d]thiazol-2-ylideneamine; hydrobromide 
• 123414-45-9 (3aR,6aR)-3-(2,6-Dichloro-phenyl)-5,5-dioxo-hexahydro-5λ⁶-thieno[3,4-d]thiazol-2-ylideneamine; hydrobromide 
• 123414-44-8 (3aR,6aR)-3-(4-Bromo-phenyl)-5,5-dioxo-hexahydro-5λ⁶-thieno[3,4-d]thiazol-2-ylideneamine; hydrobromide 
• 194300-84-0 Benzoic acid 2-(1,1-dioxo-2,3-dihydro-1H-1λ⁶-thiophen-3-yl)-2-hydroxy-ethyl ester 
• 52537-05-0 3-(phenylthio)-2,3-dihydrothiophene 1,1-dioxide 
• 108919-91-1 2,5-dihydro-3-(phenylsulphonyl)thiophene 1,1-dioxide 
• 72463-03-7 N-phenylthiolano<3,4-d>thiazolidine-2-thione 5,5-dioxide 
• 114362-79-7 4-(1-hydroxybenzyl)-2-sulfolene 
• 86598-07-4 6-Bromo-3-(2,4,6-trimethyl-phenyl)-3a,5,6,6a-tetrahydro-thieno[2,3-d]isoxazole 4,4-dioxide 
• 77-79-2 3-Sulfolene 
• 4055-13-4 2-(1-hydroxy-1-methylethyl)-3-sulfolene 
• 86598-03-0 6-Bromo-3-phenyl-3a,5,6,6a-tetrahydro-thieno[2,3-d]isoxazole 4,4-dioxide 
• 123414-43-7 (3aR,6aR)-3-Benzyl-5,5-dioxo-hexahydro-5λ⁶-thieno[3,4-d]thiazol-2-ylideneamine; hydrobromide 
• 27092-46-2 thiophene-1,1-dioxide 

Relevant articles and documents

Regioselective substitution reactions of zinc sulfolenylates

Zinc sulfolenylates 2a-c have been generated by metal exchange processes from lithium sulfolenylate. These organozinc compounds show very interesting regioselectivity in the reactions with electrophiles.

CHEMOSELECTIVE REACTIONS OF ULTRASONICALLY DISPERSED POTASSIUM WITH SOME BROMINATED HYDROTHIOPHENE S,S-DIOXIDES

The reactions of ultrasonically dispersed potassium (UDP) with 4-bromo-2-sulfolenes resulted in chemoselective deprotonation at the C-5 position leading to the elimination-dimerization products.The possible C-S bond and C-Br cleavage reactions were not detected.The reaction of UDP with 3,4-dibromosulfolane resulted in dehydrobromination and double dehydrobromination.

SELECTIVITY IN CYCLOADDITIONS-X. REGIOCHEMISTRY OF CYCLOADDITIONS OF NITRILE OXIDES TO THIOPHENE AND BENZOTHIOPHENE 1,1-DIOXIDES

Thiophene-1,1-dioxide undergoes regioselective cycloaddition to benzonitrile oxide.In the reaction with the less reactive mesitonitrile oxide the sulfur dioxide deriving from the dimerization of the dipolarophile causes a catalytic decomposition of the ni