4-Bromobenzenesulfonyl fluoride

Base Information

• Chemical Name: 4-Bromobenzenesulfonyl fluoride
• CAS No.: 498-83-9
• Molecular Formula: C6H4BrFO2S
• Molecular Weight: 239.065
• Hs Code.: 2904909090
• European Community (EC) Number: 809-355-3
• DSSTox Substance ID: DTXSID40496943
• Nikkaji Number: J1.517.301G
• Wikidata: Q82346150
• Mol file: 498-83-9.mol

Synonyms:4-Bromobenzenesulfonyl fluoride;498-83-9;4-Bromo-benzenesulfonyl fluoride;4-bromobenzene-1-sulfonyl fluoride;MFCD21892326;4-Bromobenzenesulfonylfluoride;4-bromophenylsulfonyl fluoride;SCHEMBL5199317;DTXSID40496943;AOXWZFUBFROIHA-UHFFFAOYSA-N;AKOS022549770;4-Bromo-benzenesulfonyl fluoride, 95%;AT12024;VS-0007;SY204426;CS-0132897;EN300-224360;Z1416159100

Chemical Property of 4-Bromobenzenesulfonyl fluoride

Chemical Property:

• Melting Point: 60-65°C
• Boiling Point: 256.0±23.0 °C(Predicted)
• PSA: 42.52000
• Density: 1.753±0.06 g/cm3(Predicted)
• LogP: 3.18810
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 237.90994
• Heavy Atom Count: 11
• Complexity: 213

Purity/Quality:

98.5% ^*data from raw suppliers

4-Bromo-benzenesulfonyl fluoride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1S(=O)(=O)F)Br

Technology Process of 4-Bromobenzenesulfonyl fluoride

There total 14 articles about 4-Bromobenzenesulfonyl fluoride 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%

4-bromobenzenesulfonyl chloride (98-58-8) → 4-bromobenzenesulfonyl fluoride (498-83-9)

Guidance literature:

With potassium hydrogen difluoride; In water; acetonitrile; at 20 ℃; for 3h;

Reference yield: 84.0%

4-bromo-benzenesulfonic acid amide (701-34-8) → 4-bromobenzenesulfonyl fluoride (498-83-9)

Guidance literature:

With potassium fluoride; pyrylium tetrafluoroborate; magnesium chloride; In acetonitrile; at 60 ℃; for 2h;

DOI:10.1002/ejoc.202000022

Reference yield: 79.0%

4-bromophenylhydrazine hydrochloride (622-88-8,41931-18-4) → 4-bromobenzenesulfonyl fluoride (498-83-9)

Guidance literature:

With pyridine; copper (II) carbonate hydroxide; 1,4-diazabicyclo[2.2.2]octane-triethylenediamine-bis(sulfur dioxide); N-fluorobis(benzenesulfon)imide; In acetonitrile; at 40 ℃; for 2h; Reagent/catalyst; Temperature; Solvent; Time; Inert atmosphere; Sealed tube;

upstream raw materials:

4-bromobenzenesulfonyl chloride

bromobenzene

sodium 4-bromobenzenesulfinate

di(4-bromobenzenesulfonyl)amine

Downstream raw materials:

N-(BOC)-(D,L)-3-(4'-bromophenyl)sulfonyl-nipecotic acid, ethyl ester

1-bromo-4-(trifluoromethylsulfonyl)benzene

2-Methoxy-1,1′:4′,1′′-terphenyl

p-bromobenzenesulfonyl azide

Refernces

• 1、 Louvel, Dan,Chelagha, Aida,Rouillon, Jean,Payard, Pierre-Adrien,Khrouz, Lhoussain,Monnereau, Cyrille,Tlili, Anis. "Metal-Free Visible-Light Synthesis of Arylsulfonyl Fluorides: Scope and Mechanism". supporting information. p. 8704 - 8708. Retrieved 2021/05/17.
• 2、 Chen, Qing-Yun,Guo, Yong,Hu, Xiaojun,Liu, Chao,Liu, Yongan,Ma, Xiaoyu,Pan, Qijun,Pang, Wan,Wu, Jingjing. "Copper-catalyzed three-component reaction of arylhydrazine hydrochloride, DABSO, and NFSI for the synthesis of arenesulfonyl fluorides". supporting information. p. 8999 - 9003. Retrieved 2021/11/04.