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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
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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