539899

Bis(pentafluorophenyl) carbonate

97%, for peptide synthesis

• Synonym(s): Pentafluorophenyl carbonate
• Linear Formula: (C₆F₅O)₂CO
• CAS Number: 59483-84-0
• Molecular Weight: 394.12
• Beilstein/REAXYS Number: 2029727
• MDL number: MFCD00368353
• UNSPSC Code: 12352101
• PubChem Substance ID: 24878273
• NACRES: NA.22

Properties

• Product Name: Bis(pentafluorophenyl) carbonate, 97%
• Quality Level: 200
• assay: 97%
• reaction suitability: reaction type: Carbonylations
• mp: 47-50 °C (lit.)
• application(s): peptide synthesis
• functional group: carbonate; fluoro
• SMILES string: Fc1c(F)c(F)c(OC(=O)Oc2c(F)c(F)c(F)c(F)c2F)c(F)c1F
• InChI: 1S/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
• InChI key: IOVVFSGCNWQFQT-UHFFFAOYSA-N

Description

General description

Bis(pentafluorophenyl) carbonate is the equivalent of carbonyl compound generally used in coupling reactions. It is used as a reagent in the preparation of azapeptides.[1]

Application

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.[2]
• A coumarin based aliphatic polycarbonate named 5-(4-methylumbelliferyloxycarbonyl)-5-methyl-1,3-dioxan-2-one (MUC).[3]

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: 230.0 °F - closed cup
• flash_point_c: 110 °C - closed cup
• ppe: Eyeshields, Gloves, type N95 (US)