Pentafluorophenyl 4-nitrobenzenesulfonate

Base Information

• Chemical Name: Pentafluorophenyl 4-nitrobenzenesulfonate
• CAS No.: 244633-31-6
• Molecular Formula: C12H4F5NO5S
• Molecular Weight: 369.225
• Hs Code.: 29039990
• European Community (EC) Number: 808-200-7
• DSSTox Substance ID: DTXSID40382438
• Nikkaji Number: J1.151.338G
• Wikidata: Q82173798
• Mol file: 244633-31-6.mol

Synonyms:pentafluorophenyl 4-nitrobenzenesulfonate;244633-31-6;2,3,4,5,6-Pentafluorophenyl 4-nitrobenzenesulfonate;(2,3,4,5,6-pentafluorophenyl) 4-nitrobenzenesulfonate;Perfluorophenyl 4-nitrobenzenesulfonate;4-Nitrobenzenesulfonic Acid Pentafluorophenyl Ester;C12H4F5NO5S;SCHEMBL15022229;DTXSID40382438;MFCD05975120;AKOS005069298;pentafluorophenyl4-nitrobenzenesulfonate;CS-0157408;P2231;T72148;A912052;10X-0319;J-523908;2,3,4,5,6-pentafluorophenyl 4-nitrobenzene-1-sulfonate

Chemical Property of Pentafluorophenyl 4-nitrobenzenesulfonate

Chemical Property:

• Melting Point: 109-111°C
• Boiling Point: 438.8±45.0 °C(Predicted)
• PSA: 97.57000
• Density: 1.709±0.06 g/cm3(Predicted)
• LogP: 4.66200
• Storage Temp.: 2-8°C
• Solubility.: soluble in Toluene
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 3
• Exact Mass: 368.97303421
• Heavy Atom Count: 24
• Complexity: 543

Purity/Quality:

98% ^*data from raw suppliers

Pentafluorophenyl 4-Nitrobenzenesulfonate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1[N+](=O)[O-])S(=O)(=O)OC2=C(C(=C(C(=C2F)F)F)F)F

Technology Process of Pentafluorophenyl 4-nitrobenzenesulfonate

There total 3 articles about Pentafluorophenyl 4-nitrobenzenesulfonate 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: 83.0%

2,3,4,5,6-pentafluorophenol (771-61-9) + 4-Nitrobenzenesulfonyl chloride (98-74-8) → pentafluorophenyl 4-nitrobenzenesulfonate (244633-31-6)

Guidance literature:

With pyridine; at 4 ℃;

DOI:10.1016/S0040-4039(99)01178-8

Reference yield: 47.0%

2,3,4,5,6-pentafluorophenol (771-61-9) + 4-nitrobenzenediazonium tetrafluoroborate (456-27-9) → pentafluorophenyl 4-nitrobenzenesulfonate (244633-31-6)

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:

p-Nitrophenyl p-nitrobenzenesulphonate (30362-87-9) + pentafluorophenolate anion (26910-95-2) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + pentafluorophenyl 4-nitrobenzenesulfonate (244633-31-6)

Guidance literature:

With potassium chloride; In 1,4-dioxane; water; at 50 ℃; Rate constant;

DOI:10.1021/ja00329a078

upstream raw materials:

p-Nitrophenyl p-nitrobenzenesulphonate

pentafluorophenolate anion

2,3,4,5,6-pentafluorophenol

4-Nitrobenzenesulfonyl chloride

Downstream raw materials:

perfluorophenyl 2-((tert-butoxycarbonyl)amino)acetate

Fmoc-Gly-OPfp

Fmoc-Val-OPfp

p-nitrophenylbenzoate

Refernces

• 1、 Idris, Muhammad Aliyu,Lee, Sunwoo. "One-Pot Synthesis of Pentafluorophenyl Sulfonic Esters via Copper-Catalyzed Reaction of Aryl Diazonium Salts, DABSO, and Pentafluorophenol". supporting information. p. 4516 - 4520. Retrieved 2021/05/26.
• 2、 D'Rozario, Peter,Smyth, Richard L.,Williams, Andrew. "Evidence for a Single Transition State in the Intermolecular Transfer of a Sulfonyl Group between Oxyanion Donor and Acceptors". . p. 5027 - 5028. Retrieved 2007/10/02.