3-Bromosulfolane

Base Information

• Chemical Name: 3-Bromosulfolane
• CAS No.: 14008-53-8
• Molecular Formula: C4H7BrO2S
• Molecular Weight: 199.08
• Hs Code.: 2934999090
• European Community (EC) Number: 811-957-6
• NSC Number: 25579
• DSSTox Substance ID: DTXSID101030665
• Nikkaji Number: J14.992F
• Metabolomics Workbench ID: 49055
• Mol file: 14008-53-8.mol

Synonyms:3-Bromotetrahydrothiophene 1,1-dioxide;14008-53-8;3-Bromosulfolane;Bromosulfolane;3-bromothiolane 1,1-dioxide;3-Bromotetrahydrothiophene-1,1-dioxide;Tetrahydro-3-bromothiophene 1,1-dioxide;3-Bromo-1-thiolane-1,1-dione;Thiophene, 3-bromotetrahydro-, 1,1-dioxide;Thiophene, tetrahydro-3-bromo-, 1,1-dioxide;NSC 25579;BRN 1237584;MFCD00456581;3-Bromotetrahydrothiophene1,1-dioxide;3-Bromo-tetrahydro-thiophene 1,1-dioxide;Thiophene, 3-bromotetrahydro-, 1,1-dioxide (6CI,7CI,8CI,9CI);NSC25579;C4-H7-Br-O2-S;SCHEMBL2493175;CHEBI:184314;DTXSID101030665;3-bromo-1??-thiolane-1,1-dione;AC8639;NSC-25579;STK787919;3-bromo-1lambda6-thiolane-1,1-dione;AKOS002274961;AKOS016046719;3-bromo-1$l^{6}-thiolane-1,1-dione;BS-35707;SY204754;3-bromo-tetrahydro-thiophene 1,1-di oxide;LS-153177;EN300-235856;3-bromotetrahydro-1H-1lambda~6~-thiophene-1,1-dione;F1294-0026

Chemical Property of 3-Bromosulfolane

Chemical Property:

• Vapor Pressure: 6.45E-05mmHg at 25°C
• Melting Point: 46-47 °C
• Boiling Point: 355.3°Cat760mmHg
• Flash Point: 168.7°C
• PSA: 42.52000
• Density: 1.815g/cm³
• LogP: 1.64920
• Storage Temp.: 2-8°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 197.93501
• Heavy Atom Count: 8
• Complexity: 167

Purity/Quality:

99% ^*data from raw suppliers

3-Bromo-1-thiolane-1,1-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CS(=O)(=O)CC1Br

Technology Process of 3-Bromosulfolane

There total 3 articles about 3-Bromosulfolane 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:

3-bromotetrahydrothiophene (39013-66-6) → 3-bromotetrahydrothiophene 1,1-dioxide (14008-53-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; Yield given;

DOI:10.1016/0040-4039(93)85010-T

Reference yield:

benzyl but-3-enyl sulfide (62266-25-5) → 3-bromotetrahydrothiophene 1,1-dioxide (14008-53-8)

Guidance literature:

With bromine; 3-chloro-benzenecarboperoxoic acid; Yield given. Multistep reaction; 1.) CH₂Cl₂, room temperature, overnight, 2.) CH₂Cl₂, 12 h;

DOI:10.1021/jo00125a038

Reference yield:

→ 3-bromotetrahydrothiophene 1,1-dioxide (14008-53-8)

Guidance literature:

3-Hydroxy-tetrahydro-thiophen-1.1-dioxid, PBr3, CHCl3;

DOI:10.1021/jo01055a040

upstream raw materials:

3-bromotetrahydrothiophene

benzyl but-3-enyl sulfide

Downstream raw materials:

Racemic 1-(1,1-dioxidotetrahydrothiophen-3-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

2,3-dihydrothiophene-1,1-dioxide

Refernces

• 1、 Ren, Xiao-Feng,Turos, Edward. "Regiochemical Studies on Halocyclization Reactions of Unsaturated Sulfides". . p. 1575 - 1578. Retrieved 2007/10/02.