Nonafluoro-1-butanesulfonic acid 4-iodophenyl ester

Base Information

• Chemical Name: Nonafluoro-1-butanesulfonic acid 4-iodophenyl ester
• CAS No.: 199465-44-6
• Molecular Formula: C₁₀H₄F₉IO₃S
• Molecular Weight: 502.096
• DSSTox Substance ID: DTXSID801022954
• Nikkaji Number: J940.471F
• Mol file: 199465-44-6.mol

Synonyms:DTXSID801022954;4-Iodophenyl nonafluorobutane-1-sulfonate;Nonafluoro-1-butanesulfonic acid 4-iodophenyl ester;199465-44-6

Chemical Property of Nonafluoro-1-butanesulfonic acid 4-iodophenyl ester

Chemical Property:

• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 5
• Exact Mass: 501.87822
• Heavy Atom Count: 24
• Complexity: 547

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1OS(=O)(=O)C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)I

Technology Process of Nonafluoro-1-butanesulfonic acid 4-iodophenyl ester

There total 3 articles about Nonafluoro-1-butanesulfonic acid 4-iodophenyl ester 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: 95.0%

p-Iodophenol (540-38-5) + para-nitrophenyl perfluorobutanesulfonate (32848-23-0) → 4-iodophenyl nonaflate (199465-44-6)

Guidance literature:

With cesium fluoride; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jo990559l

Reference yield: 94.0%

Nonafluorobutanesulfonyl fluoride (375-72-4) + p-Iodophenol (540-38-5) → 4-iodophenyl nonaflate (199465-44-6)

Guidance literature:

With triethylamine; In diethyl ether; at 0 - 20 ℃; for 12h;

DOI:10.1021/jo971636k

Reference yield:

phenyl 1,1,2,2,3,3,4,4,4-nonafluoro-1-butanesulfonate (25628-11-9) → 4-iodophenyl nonaflate (199465-44-6)

Guidance literature:

With N-iodo-succinimide; sulfuric acid; at 20 ℃;

DOI:10.1002/jlcr.1181

upstream raw materials:

Nonafluorobutanesulfonyl fluoride

p-Iodophenol

para-nitrophenyl perfluorobutanesulfonate

phenyl 1,1,2,2,3,3,4,4,4-nonafluoro-1-butanesulfonate

Downstream raw materials:

ethyl 4-(((nonafluorobutyl)sulfonyl)oxy)benzoate

N¹,N⁴-dimethoxy-N¹,N⁴-dimethylterephthalamide

N,O-Dimethyl-4-iodobenzenehydroxamic acid

Refernces

• 1、 Neuville, Luc,Bigot, Antony,Tran Huu Dau, Marie Elise,Zhu, Jieping. "4-Nitrophenyltriflate and 4-Nitrophenylnonaflate as New Perfluoroalkanesulfonyl Transfer Agents: Experimental and Computational Studies". . p. 7638 - 7642. Retrieved 2007/10/03.
• 2、 Rottlaender, Mario,Knochel, Paul. "Palladium-Catalyzed Cross-Coupling Reactions with Aryl Nonaflates: A Practical Alternative to Aryl Triflates". . p. 203 - 208. Retrieved 2007/10/03.