4-Bromo-1,2-oxathiolane 2,2-dioxide

Base Information

• Chemical Name: 4-Bromo-1,2-oxathiolane 2,2-dioxide
• CAS No.: 189756-89-6
• Molecular Formula: C3H5BrO3S
• Molecular Weight: 201.041
• Hs Code.: 2934991000
• DSSTox Substance ID: DTXSID90453844
• Nikkaji Number: J826.381G
• Mol file: 189756-89-6.mol

Synonyms:189756-89-6;4-Bromo-1,2-oxathiolane 2,2-dioxide;4-Bromo-[1,2]oxathiolane 2,2-dioxide;4-bromooxathiolane 2,2-dioxide;1,2-Oxathiolane, 4-bromo-, 2,2-dioxide;4-Bromo-1,2lambda~6~-oxathiolane-2,2-dione;4-Bromo-2,2-dioxide-1,2-Oxathiolane;SCHEMBL6113159;DTXSID90453844;4-bromo-1,2-oxathiolane-2,2-dione;4-Bromo-1,2-oxathiolane2,2-dioxide;AKOS015919441;1,2-Oxathiolane,4-bromo-,2,2-dioxide;FT-0654696;A813356

Chemical Property of 4-Bromo-1,2-oxathiolane 2,2-dioxide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.552
• Boiling Point: 364.686 °C at 760 mmHg
• Flash Point: 174.356 °C
• PSA: 51.75000
• Density: 1.996 g/cm³
• LogP: 1.19070
• Storage Temp.: 2-8°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 199.91428
• Heavy Atom Count: 8
• Complexity: 168

Purity/Quality:

99% ^*data from raw suppliers

4-Bromo-1,2-oxathiolane2,2-dioxide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CS(=O)(=O)O1)Br

Technology Process of 4-Bromo-1,2-oxathiolane 2,2-dioxide

There total 4 articles about 4-Bromo-1,2-oxathiolane 2,2-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: 65.0%

allylsulfonyl chloride (14418-84-9) → 2-bromopropane-1,3-sultone (189756-89-6)

Guidance literature:

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; water; In diethyl ether;

DOI:10.1055/s-1998-1939

Reference yield: 32.0%

sodium prop-2-ene-1-sulfonate (2495-39-8) → 2-bromopropane-1,3-sultone (189756-89-6)

Guidance literature:

sodium prop-2-ene-1-sulfonate; With bromine; In water; at 20 ℃; for 3h;

With hydrogenchloride; In water; at 20 ℃; for 24h;

Reference yield: 4.0%

2,3-dibromopropane-1-sulfonic acid (769861-83-8) → 2-bromopropane-1,3-sultone (189756-89-6)

Guidance literature:

at 150 - 160 ℃;

DOI:10.1002/jhet.5570400616

upstream raw materials:

sodium 2,3-dibromopropane-1-sulfonate

allylsulfonyl chloride

2,3-dibromopropane-1-sulfonic acid

sodium prop-2-ene-1-sulfonate

Downstream raw materials:

1-propenyl-1,3-sulfonic acid lactone

Refernces

• 1、 Lee, Albert W. M.,Chan,Jiang,Poon. "Synthesis and Diels-Alder reactions of α,β-unsaturated γ-sultone". . p. 611 - 612. Retrieved 1997.
• 2、 Tian, Li,Xu, Guo-Yan,Ye, Yong,Liu, Lun-Zu. "1,3-Dipolar cycloaddition reactions of nitrones to prop-1-ene-1,3-sultone". . p. 1329 - 1334. Retrieved 2007/10/03.