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Merck
CN

539899

Bis(pentafluorophenyl) carbonate

97%, for peptide synthesis

Synonym(s):

Pentafluorophenyl carbonate

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About This Item

Linear Formula:
(C6F5O)2CO
CAS Number:
Molecular Weight:
394.12
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352101
MDL number:
Beilstein/REAXYS Number:
2029727
eCl@ss:
32150313
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Product Name

Bis(pentafluorophenyl) carbonate, 97%

Quality Segment

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

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.

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



Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

230.0 °F - closed cup

Flash Point (°C)

110 °C - closed cup

PPE (personal protective equipment)

Eyeshields, Gloves, type N95 (US)



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