Phenyl 4-bromobenzenesulfonate

Base Information

• Chemical Name: Phenyl 4-bromobenzenesulfonate
• CAS No.: 5455-14-1
• Molecular Formula: C12H9 Br O3 S
• Molecular Weight: 313.172
• Hs Code.: 2906299090
• NSC Number: 23317
• DSSTox Substance ID: DTXSID40281871
• Nikkaji Number: J1.517.302E
• Wikidata: Q82015978
• Mol file: 5455-14-1.mol

Synonyms:Phenyl 4-bromobenzenesulfonate;5455-14-1;Phenyl 4-bromobenzenesulphonate;phenyl 4-bromobenzene-1-sulfonate;Phenyl4-bromobenzenesulfonate;p-Bromo-benezenesulfonic acid, phenyl ester;Phenyl 4-bromobenzenesulfonate #;DTXSID40281871;ARYXAYIIDXKEDB-UHFFFAOYSA-N;NSC23317;MFCD09475912;NSC-23317;Phenyl 4-bromobenzenesulphonate 98%;AKOS008677699;BS-23828;CS-0270197;Benzenesulfonic acid, 4-bromo-, phenyl ester;A870419;Z45514426;F3386-4724

Chemical Property of Phenyl 4-bromobenzenesulfonate

Chemical Property:

• Vapor Pressure: 9.89E-07mmHg at 25°C
• Melting Point: 115.5 °C
• Boiling Point: 415.5°Cat760mmHg
• Flash Point: 205.1°C
• PSA: 51.75000
• Density: 1.571g/cm³
• LogP: 4.29760
• Storage Temp.: 2-8°C
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 311.94558
• Heavy Atom Count: 17
• Complexity: 322

Purity/Quality:

95-99% ^*data from raw suppliers

Phenyl4-Bromobenzenesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OS(=O)(=O)C2=CC=C(C=C2)Br

Technology Process of Phenyl 4-bromobenzenesulfonate

There total 3 articles about Phenyl 4-bromobenzenesulfonate 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: 98.0%

sodium 4-bromobenzenesulfinate (34176-08-4) + phenol (108-95-2,27073-41-2) → phenyl 4-bromobenzenesulfonate (5455-14-1)

Guidance literature:

In water; acetonitrile; at 20 ℃; for 2h; Electrochemical reaction;

DOI:10.1021/acs.joc.1c00260

Reference yield:

4-bromobenzenesulfonyl chloride (98-58-8) + phenol (108-95-2,27073-41-2) → phenyl 4-bromobenzenesulfonate (5455-14-1)

Guidance literature:

With 3,5-Lutidine; In nitrobenzene; at 30 ℃; Rate constant;

Reference yield:

sodium phenoxide (139-02-6) + 4-bromobenzenesulfonyl chloride (98-58-8) → phenyl 4-bromobenzenesulfonate (5455-14-1)

Guidance literature:

upstream raw materials:

sodium phenoxide

4-bromobenzenesulfonyl chloride

phenol

sodium 4-bromobenzenesulfinate

Downstream raw materials:

3-(4-Bromo-benzenesulfonyl)-1-methyl-pyrrolidin-2-one

biphenyl

Refernces

• 1、 Rubleva,Maksimenko. "Reactivity of sterically hindered aromatic sulfonic acid derivatives: VIII. * General mathematical model for catalytic sulfonylation of phenol". . p. 1298 - 1300. Retrieved 2007/10/03.
• 2、 Vizgert, R.V.,Maksimenko, N.N.,Rubleva, L.I.. "CATALYTIC SULFONYLATION OF PHENOL BY STERICALLY HINDERED SULFONYL CHLORIDES". . p. 2144 - 2146. Retrieved 2007/10/02.