Bis(pentafluorophenyl) carbonate

Base Information

• Chemical Name: Bis(pentafluorophenyl) carbonate
• CAS No.: 59483-84-0
• Molecular Formula: C13F10O3
• Molecular Weight: 394.125
• Hs Code.: 29209090
• European Community (EC) Number: 671-619-7
• DSSTox Substance ID: DTXSID40208184
• Nikkaji Number: J1.219.957K
• Wikidata: Q72446670
• Mol file: 59483-84-0.mol

Synonyms:dipentafluorophenylcarbonate;DPFPC

Chemical Property of Bis(pentafluorophenyl) carbonate

Chemical Property:

• Appearance/Colour: white crystalline powder and chunks
• Vapor Pressure: 0.00263mmHg at 25°C
• Melting Point: 47-50 °C (lit.)
• Refractive Index: 1.447
• Boiling Point: 286.5 °C at 760 mmHg
• Flash Point: 123.1 °C
• PSA: 35.53000
• Density: 1.782 g/cm³
• LogP: 4.65540
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Soluble in chloroform, ethyl acetate and methylene chloride.
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 4
• Exact Mass: 393.96877548
• Heavy Atom Count: 26
• Complexity: 439

Purity/Quality:

98% ^*data from raw suppliers

Bis(pentafluorophenyl) carbonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1(=C(C(=C(C(=C1F)F)F)F)F)OC(=O)OC2=C(C(=C(C(=C2F)F)F)F)F
• Uses: Bis(pentafluorophenyl) carbonate is a reagent used as a carbonyl equivalent and for various coupling reactions, especially for azapeptides. Bis(pentafluorophenyl) carbonate can be used in the preparation of:A cyclic carbonate named 6,6′-(ethane-1,2-diyl)bis(1,3,6-dioxazocan-2-one), which is a key intermediate for the synthesis of non-isocyanate polyurethanes.A coumarin based aliphatic polycarbonate named 5-(4-methylumbelliferyloxycarbonyl)-5-methyl-1,3-dioxan-2-one (MUC).

Technology Process of Bis(pentafluorophenyl) carbonate

There total 5 articles about Bis(pentafluorophenyl) carbonate 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: 76.0%

chloroform (67-66-3,8013-54-5) + 2,3,4,5,6-pentafluorophenol (771-61-9) → bis(pentafluorophenyl)carbonate (59483-84-0)

Guidance literature:

With pyridine; oxygen; at 30 ℃; for 3h; UV-irradiation;

DOI:10.1021/acs.joc.1c01210

Reference yield: 11.0%

tetrachloromethane (56-23-5) + 2,3,4,5,6-pentafluorophenol (771-61-9) → bis(pentafluorophenyl)carbonate (59483-84-0) + pentafluorophenoxytrichloromethane (6161-53-1) + tri(pentafluorophenoxy)chloromethane (120650-87-5)

Guidance literature:

With aluminium trichloride; In tetrachloromethane; at 80 ℃; for 10h;

Reference yield:

bis-(p-nitrophenyl) carbonate (5070-13-3) + 2,3,4,5,6-pentafluorophenol (771-61-9) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + bis(pentafluorophenyl)carbonate (59483-84-0) + carbonic acid 4-nitro-phenyl ester pentafluorophenyl ester

Guidance literature:

With potassium chloride; In phosphate buffer; water; at 25 ℃; pH=6.7; Further Variations:; pH-values; Kinetics;

DOI:10.1021/jo0101252

upstream raw materials:

tetrachloromethane

2,3,4,5,6-pentafluorophenol

bis-(p-nitrophenyl) carbonate

chloroform

Downstream raw materials:

(5-methyl-2-oxo-1,3-dioxan-5-yl)methyl perfluorophenyl carbonate

(2-oxo-1,3-dioxolan-4-yl)methyl perfluorophenyl carbonate

IBU₃

Refernces

• 1、 Castro,Angel,Arellano,Santos. "Kinetic study of the phenolysis of bis(4-nitrophenyl) carbonate, bis(4-nitrophenyl) thionocarbonate, and methyl 4-nitrophenyl thionocarbonate". . p. 6571 - 6575. Retrieved 2007/10/03.