Sodium pentafluorophenolate

Base Information

• Chemical Name: Sodium pentafluorophenolate
• CAS No.: 2263-53-8
• Molecular Formula: C6H F5 O . Na
• Molecular Weight: 206.047
• DSSTox Substance ID: DTXSID50392104
• Nikkaji Number: J1.555.660I
• Mol file: 2263-53-8.mol

Synonyms:Sodium pentafluorophenolate;SODIUM PENTAFLUOROPHENOXIDE;2263-53-8;sodium;2,3,4,5,6-pentafluorophenolate;SCHEMBL2123803;sodium pentafluorobenzen-1-olate;DTXSID50392104;AKOS025310307

Chemical Property of Sodium pentafluorophenolate

Chemical Property:

• PSA: 23.06000
• LogP: 2.52590
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 205.97669971
• Heavy Atom Count: 13
• Complexity: 155

Purity/Quality:

97% ^*data from raw suppliers

Sodium pentafluorophenoxide 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=C(C(=C(C(=C1F)F)F)F)F)[O-].[Na+]

Technology Process of Sodium pentafluorophenolate

There total 2 articles about Sodium pentafluorophenolate 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:

2,3,4,5,6-pentafluorophenol (771-61-9) → sodium pentafluorophenolate (2263-53-8)

Guidance literature:

With sodium hydroxide; In methanol; water; at 50 - 60 ℃; for 24h; under 10 Torr;

DOI:10.1021/j150669a025

Reference yield:

pentafluorophenyl phenyl sulfate (820220-77-7) → phenyl sulfate sodium salt + sodium pentafluorophenolate (2263-53-8)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 40 ℃; Further Variations:; reagent concentrations; Kinetics;

DOI:10.1021/jo0488309

Reference yield: 97.0%

2-(m-tolyl)but-1-en-1-one + sodium pentafluorophenolate (2263-53-8) → C17H12F6O2

Guidance literature:

With Fu's catalyst; N-fluorobis(benzenesulfon)imide; In tetrahydrofuran; at -78 ℃; for 4h; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ja5044209

upstream raw materials:

2,3,4,5,6-pentafluorophenol

pentafluorophenyl phenyl sulfate

Downstream raw materials:

Pentafluorophenoxy acetone

(Pentafluorophenoxymethyl)-trimethoxysilan

tetrakis(pentafluorophenoxy)-1,4-benzoquinone

2,2',3,3',4',5,5',6,6'-nonafluorodiphenyl ether

Refernces

• 1、 Lee, Sarah Yunmi,Neufeind, Stefan,Fu, Gregory C.. "Enantioselective nucleophile-catalyzed synthesis of tertiary alkyl fluorides via the α-Fluorination of ketenes: Synthetic and mechanistic studies". supporting information. p. 8899 - 8902. Retrieved 2014/07/08.
• 2、 Ito, Hajime,Sensui, Hiro-Omi,Arimoto, Kikuo,Miura, Katsukiyo,Hosomi, Akira. "New access to cross-coupling reaction between arylsilanes or heteroarylsilanes and aryl halides mediated by a copper(I) salt". . p. 639 - 640. Retrieved 2007/10/03.