59483-84-0

Basic information

• Product Name: BIS(PENTAFLUOROPHENYL)CARBONATE
• Synonyms: pentafluorophenyl carbonate;Bis(pentafluorophenyl)carbonate 97%;Bis(pentafluorophenyl)carbonate97%;BIS(PENTATFLUOROPHENYL)CARBONATE;Bis(pentafluorophenyl) carbonate,98%;Bis(perfluorophenyl) carbonate 97%;Carbonic Acid Bis(pentafluorophenyl) Ester;DPFPC Bis(Pentafluorophenyl)Carbonate
• CAS NO: 59483-84-0
• Molecular Formula: C₁₃F₁₀O₃
• Molecular Weight: 394.12
• EINECS: 1312995-182-4
• Product Categories: Miscellaneous
• Mol File: 59483-84-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 47-50 °C(lit.)
• Boiling Point: 250°C
• Flash Point: 110 °C
• Appearance: white crystalline powder and chunks
• Density: 1.782 g/cm³
• Vapor Pressure: 0.00263mmHg at 25°C
• Refractive Index: 1.447
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Soluble in chloroform, ethyl acetate and methylene chloride.
• BRN: 2029727
• CAS DataBase Reference: BIS(PENTAFLUOROPHENYL)CARBONATE(CAS DataBase Reference)
• NIST Chemistry Reference: BIS(PENTAFLUOROPHENYL)CARBONATE(59483-84-0)
• EPA Substance Registry System: BIS(PENTAFLUOROPHENYL)CARBONATE(59483-84-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 59483-84-0(Hazardous Substances Data)

Usage

Description

Bis(pentafluorophenyl) carbonate, also known as BIS(PENTAFLUOROPHENYL)CARBONATE, is a white crystalline powder and chunks that serve as a carbonyl compound equivalent. It is commonly utilized in various coupling reactions, particularly for the synthesis of azapeptides.

Uses

Used in Pharmaceutical Industry:
BIS(PENTAFLUOROPHENYL)CARBONATE is used as a reagent for coupling reactions, specifically in the synthesis of azapeptides. Its application in this field is due to its ability to act as a carbonyl equivalent, facilitating the formation of peptide bonds in the azapeptide synthesis process.
Used in Polymer Synthesis:
BIS(PENTAFLUOROPHENYL)CARBONATE is used as a reagent for the preparation of cyclic carbonates, such as 6,6′-(ethane-1,2-diyl)bis(1,3,6-dioxazocan-2-one), which are key intermediates in the synthesis of non-isocyanate polyurethanes. This application is valuable for creating novel polymers with unique properties and potential applications in various industries.
Used in the Synthesis of Aliphatic Polycarbonates:
BIS(PENTAFLUOROPHENYL)CARBONATE is also used in the preparation of coumarin-based aliphatic polycarbonates, such as 5-(4-methylumbelliferyloxycarbonyl)-5-methyl-1,3-dioxan-2-one (MUC). This application highlights its versatility in the synthesis of different types of polymers, contributing to the development of new materials with specific properties and applications.

InChI:InChI=1/C13F10O3/c14-1-3(16)7(20)11(8(21)4(1)17)25-13(24)26-12-9(22)5(18)2(15)6(19)10(12)23

Upstream product

• 56-23-5 tetrachloromethane 
• 771-61-9 2,3,4,5,6-pentafluorophenol 
• 5070-13-3 bis-(p-nitrophenyl) carbonate 
• 67-66-3 chloroform 

Downstream Products

• 120550-35-8 biotin pentafluorophenyl ester 
• 68835-72-3 pentafluorophenyl ester of Nps-Ala-OH 
• 259862-97-0 C₂₁H₂₁F₅N₂O₄ 
• 255873-71-3 2-[N¹-(pentafluorophenoxycarbonyl)-N²-(tert-butoxycarbonyl)hydrazino]ethyl methyl sulfone 
• 918957-06-9 3-Boc-2-(1-pentafluorophenyloxycarbonylamino-propyl)-[1,3]oxazinane 
• 918957-08-1 3-Boc-2-(4,5-dimethoxy-2-pentafluorophenyloxycarbonyl-aminophenyl)-[1,3]oxazinane 
• 801298-96-4 Fmoc-NHNH-CO₂Pfp 
• 5860-63-9 L-4-(2-butyl)-1,3-oxazolidine-2,5-dione 
• 583-47-1 4-benzyl-oxazolidine-2,5-dione 

Relevant articles and documents

Photo-on-Demand Base-Catalyzed Phosgenation Reactions with Chloroform: Synthesis of Arylcarbonate and Halocarbonate Esters

Carbonate esters are utilized as solvents and reagents for C1 building blocks in organic synthesis. This study reports a novel photo-on-demand in situ synthesis of carbonate esters with CHCl3 solutions containing a mixture of an aromatic or haloalkyl alcohol having relatively high acidity, and an organic base. We found that the acid-base interaction of the alcohol and base in the CHCl3 solution plays a key role in enabling the photochemical reaction. This reaction allows practical syntheses of diphenyl carbonate derivatives, haloalkyl carbonates, and polycarbonates, which are important chemicals and materials in industry.

REACTIONS OF PENTAFLUOROPHENOL AND POLYFLUORINATED ALCOHOLS WITH CARBON TETRACHLORIDE IN THE PRESENCE OF ALUMINUM CHLORIDE

The reaction of pentafluorophenol, 2,2,3,3-tetrafluoropropyl alcohol, and 2,2,3,3,4,4,5,5-octafluoropentyl alcohol with carbon tetrachloride in the presence of aluminum chloride were investigated.The main products from the reaction of pentafluorophenol with these reagents are pentafluorophenoxytrichloromethane, di(pentafluorophenol) carbonate, and tri(pentafluorophenoxy)chloromethane.The ratios of the products depend on the reaction conditions.The use of a large excess of carbon tetrachloride leads to the preferential formation of pentafluorophenoxytrichloromethane.The addition of water promotes the formation di(pentafluorophenyl) carbonate.When heated with carbon tetrachloride and aluminum chloride and subsequently treated with water, 2,2,3,3-tetrafluoropropyl and 2,2,3,3,4,4,5,5-octafluoropentyl alcohols are converted into di(2,2,3,3-tetrafluoropropyl) carbonate and di(2,2,3,3,4,4,5,5-octafluoropentyl) carbonate respectively.