Benzenesulfonyl fluoride, 4-(acetylamino)-

Base Information

• Chemical Name: Benzenesulfonyl fluoride, 4-(acetylamino)-
• CAS No.: 329-20-4
• Molecular Formula: C8H8 F N O3 S
• Molecular Weight: 217.221
• Hs Code.: 2924299090
• European Community (EC) Number: 206-343-4
• NSC Number: 30636
• DSSTox Substance ID: DTXSID1059818
• Nikkaji Number: J193.756A
• Wikidata: Q81988962
• Mol file: 329-20-4.mol

Synonyms:329-20-4;4-acetamidobenzene-1-sulfonyl fluoride;Benzenesulfonyl fluoride, 4-(acetylamino)-;4-acetamidobenzenesulfonyl fluoride;4-(Acetylamino)benzenesulfonyl fluoride;Sulfanilyl fluoride, N-acetyl-;p-Acetamidobenzenesulphonyl fluoride;p-acetamidobenzenesulfonyl fluoride;EINECS 206-343-4;NSC 30636;Benzenesulfonylfluoride, 4-(acetylamino)-;C8H8FNO3S;SCHEMBL6124925;DTXSID1059818;C8-H8-F-N-O3-S;N-ACETYLSULFANILYL FLUORIDE;NSC30636;4-acetamidobenzene-1-sulfonylfluoride;NSC-30636;AKOS023552896;VS-0006;CS-0233517;4-(Acetylamino)benzenesulfonyl fluoride, 95%;EN300-134144;Z1269217061

Chemical Property of Benzenesulfonyl fluoride, 4-(acetylamino)-

Chemical Property:

• Vapor Pressure: 3.65E-06mmHg at 25°C
• Boiling Point: 386°Cat760mmHg
• Flash Point: 187.2°C
• PSA: 71.62000
• Density: 1.417g/cm³
• LogP: 2.45700
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 217.02089245
• Heavy Atom Count: 14
• Complexity: 301

Purity/Quality:

99% ^*data from raw suppliers

4-(ACETYLAMINO)BENZENESULFONYL FLUORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC=C(C=C1)S(=O)(=O)F
• Uses: Sulfonyl fluoride motif can be used as a connector for the assembly of -SO2- linked small molecules with proteins or nucleic acids. This new click chemistry approach through sulfates is a complimentary approach to using amides and phosphate groups as linkers.

Technology Process of Benzenesulfonyl fluoride, 4-(acetylamino)-

There total 8 articles about Benzenesulfonyl fluoride, 4-(acetylamino)- 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: 68.0%

(E)-N-(4-((methylsulfonyl)diazenyl)phenyl)acetamide → 4-acetamidobenzene-1-sulfonyl fluoride (329-20-4)

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: 63.0%

sodium 4-acetamidobenzenesulfinate (15898-43-8) → 4-acetamidobenzene-1-sulfonyl fluoride (329-20-4)

Guidance literature:

With Selectfluor; In water; at 60 ℃; for 14h; Schlenk technique;

DOI:10.1039/c5gc02755a

Reference yield: 62.0%

4-acetamidobenzenesulfonylhydrazine (3989-50-2) → 4-acetamidobenzene-1-sulfonyl fluoride (329-20-4)

Guidance literature:

With Selectfluor; In water; at 60 ℃; for 14h; Schlenk technique;

DOI:10.1039/c5gc02755a

upstream raw materials:

p-acetylaminobenzenesulfonyl chloride

4-acetamidobenzenesulfonylhydrazine

sodium 4-acetamidobenzenesulfinate

4-acetamidothiophenol

Downstream raw materials:

4-isocyanatobenzenesulfonyl fluoride

4-aminobenzenesulfonyl fluoride

Refernces

• 1、 Liu, Yongan,Yu, Donghai,Guo, Yong,Xiao, Ji-Chang,Chen, Qing-Yun,Liu, Chao. "Arenesulfonyl Fluoride Synthesis via Copper-Catalyzed Fluorosulfonylation of Arenediazonium Salts". supporting information. p. 2281 - 2286. Retrieved 2020/03/13.
• 2、 Laudadio, Gabriele,Bartolomeu, Aloisio De A.,Verwijlen, Lucas M. H. M.,Cao, Yiran,De Oliveira, Kleber T.,No?l, Timothy. "Sulfonyl Fluoride Synthesis through Electrochemical Oxidative Coupling of Thiols and Potassium Fluoride". supporting information. p. 11832 - 11836. Retrieved 2019/08/26.