2,3,4,5,6-Pentafluorophenyl 4-chlorobenzenesulfonate

Base Information

• Chemical Name: 2,3,4,5,6-Pentafluorophenyl 4-chlorobenzenesulfonate
• CAS No.: 161759-99-5
• Molecular Formula: C₁₂H₄ClF₅O₃S
• Molecular Weight: 358.673
• Hs Code.: 2904990090
• DSSTox Substance ID: DTXSID101220224
• Mol file: 161759-99-5.mol

Synonyms:161759-99-5;2,3,4,5,6-Pentafluorophenyl 4-chlorobenzenesulfonate;2,3,4,5,6-Pentafluorophenyl 4-chlorobenzenesulphonate;(2,3,4,5,6-pentafluorophenyl) 4-chlorobenzenesulfonate;2,3,4,5,6-PENTAFLUOROPHENYL4-CHLOROBENZENESULFONATE;SCHEMBL8623279;DTXSID101220224;MFCD05975123;AKOS005069318;Perfluorophenyl 4-chlorobenzenesulfonate;CS-0336965;10X-0322;2,3,4,5,6-pentafluorophenyl 4-chlorobenzene-1-sulfonate

Chemical Property of 2,3,4,5,6-Pentafluorophenyl 4-chlorobenzenesulfonate

Chemical Property:

• Melting Point: 56-58
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 357.9489837
• Heavy Atom Count: 22
• Complexity: 464

Purity/Quality:

98%min ^*data from raw suppliers

2,3,4,5,6-Pentafluorophenyl 4-chlorobenzenesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1S(=O)(=O)OC2=C(C(=C(C(=C2F)F)F)F)F)Cl

Technology Process of 2,3,4,5,6-Pentafluorophenyl 4-chlorobenzenesulfonate

There total 2 articles about 2,3,4,5,6-Pentafluorophenyl 4-chlorobenzenesulfonate 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: 77.0%

2,3,4,5,6-pentafluorophenol (771-61-9) + p-chlorobenzenediazonium tetrafluoroborate (673-41-6) → pentafluorophenyl 4-chlorophenylsulfonate ester (161759-99-5)

Guidance literature:

With copper(l) iodide; 1,4-diazabicyclo [2.2.2] octane-1,4-diium-1,4-disulfinate; In acetonitrile; at 85 ℃; for 12h;

DOI:10.1021/acs.orglett.1c01056

Reference yield: 55.0%

2,3,4,5,6-pentafluorophenol (771-61-9) + 4-Chlorophenylboronic acid (1679-18-1) → pentafluorophenyl 4-chlorophenylsulfonate ester (161759-99-5)

Guidance literature:

4-Chlorophenylboronic acid; With 1,4-diazabicyclo [2.2.2] octane-1,4-diium-1,4-disulfinate; tetrabutylammomium bromide; palladium diacetate; In methanol; at 80 ℃; for 1h; Sealed tube;

2,3,4,5,6-pentafluorophenol; With sodium persulfate; triethylamine; sodium bromide; copper(ll) bromide; In methanol; at 20 ℃; for 18h; Molecular sieve; Sealed tube;

DOI:10.1021/acs.orglett.8b02445

upstream raw materials:

2,3,4,5,6-pentafluorophenol

4-Chlorophenylboronic acid

p-chlorobenzenediazonium tetrafluoroborate

Refernces

• 1、 Vedovato, Vincent,Talbot, Eric P. A.,Willis, Michael C.. "Copper-Catalyzed Synthesis of Activated Sulfonate Esters from Boronic Acids, DABSO, and Pentafluorophenol". supporting information. p. 5493 - 5496. Retrieved 2018/09/12.