2,4-dichlorobenzenesulfonyl Fluoride

Base Information

• Chemical Name: 2,4-dichlorobenzenesulfonyl Fluoride
• CAS No.: 26120-88-7
• Molecular Formula: C6H3Cl2FO2S
• Molecular Weight: 229.059
• European Community (EC) Number: 809-025-9
• DSSTox Substance ID: DTXSID10407283
• Wikidata: Q82212532
• Mol file: 26120-88-7.mol

Synonyms:2,4-dichlorobenzenesulfonyl Fluoride;26120-88-7;2,4-dichlorobenzene-1-sulfonyl fluoride;Benzenesulfonyl fluoride, 2,4-dichloro-;SCHEMBL11163322;DTXSID10407283;2,4-dichlorobenzenesulfonylFluoride;AKOS021983407;EN300-728072

Chemical Property of 2,4-dichlorobenzenesulfonyl Fluoride

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 227.9214841
• Heavy Atom Count: 12
• Complexity: 249

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)Cl)S(=O)(=O)F

Technology Process of 2,4-dichlorobenzenesulfonyl Fluoride

There total 4 articles about 2,4-dichlorobenzenesulfonyl 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: 66.0%

(E)-1-(2,4-dichlorophenyl)-2-(methylsulfonyl)diazene → 2,4-dichlorobenzenesulfonyl fluoride (26120-88-7)

Guidance literature:

With potassium pyrosulfite; N-fluorobis(benzenesulfon)imide; In water; acetonitrile; at 20 ℃; for 4h; Irradiation; Green chemistry;

DOI:10.1002/adsc.202100951

Reference yield: 55.0%

2,4-dichlorophenyl hydrazine hydrochloride (5446-18-4) → 2,4-dichlorobenzenesulfonyl fluoride (26120-88-7)

Guidance literature:

With pyridine; copper (II) carbonate hydroxide; 1,4-diazabicyclo [2.2.2] octane-1,4-diium-1,4-disulfinate; N-fluorobis(benzenesulfon)imide; In acetonitrile; at 40 ℃; for 2h; Sealed tube; Inert atmosphere;

DOI:10.1039/d1ob01697k

Reference yield:

2,4-dichlorobenzenediazonium tetrafluoroborate (21872-70-8) → 2,4-dichlorobenzenesulfonyl fluoride (26120-88-7)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 0 - 20 °C

2: potassium pyrosulfite; N-fluorobis(benzenesulfon)imide / acetonitrile; water / 4 h / 20 °C / Irradiation; Green chemistry

With potassium pyrosulfite; N-fluorobis(benzenesulfon)imide; In dichloromethane; water; acetonitrile;

DOI:10.1002/adsc.202100951

upstream raw materials:

2,4-dichlorobenzenediazonium tetrafluoroborate

2,4-dichlorophenyl hydrazine hydrochloride

Downstream raw materials:

1-chloro-2,4-difluorobenzene

2,4-Difluorobenzene sulfonyl fluoride

2,4-Difluor-benzolsulfonsaeure-phenylester

2,4-difluoro-1-benzenesulfonamide

Refernces

• 1、 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.