Skip to Content
Merck
CN

539899

Bis(pentafluorophenyl) carbonate

97%, for peptide synthesis

Synonym(s):

Pentafluorophenyl carbonate

Sign In to View Organizational & Contract Pricing

Select a Size

About This Item

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

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCN4860
BCCN2399
BCCN0459
BCCM4031
BCCK1848

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

V N Medvedkin et al.
Bioorganicheskaia khimiia, 15(4), 460-464 (1989-04-01)
Dipentafluorophenylcarbonate, belonging to transesterifiying reagents, has been prepared and used for the synthesis of pentafluorophenyl esters of amino acids. In contrast to many other reagents of the kind, its preparation is simple, it is highly reactive and at the same
Bis(pentafluorophenyl)carbonate
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2004)
Synthesis of cinnamoyl and coumarin functionalized aliphatic polycarbonates
Chesterman JP, et al.
Polym. Chem., 8(48), 7515-7528 (2017)
[Dipentafluorophenylcarbonate in the synthesis of oligonucleotides by the H-phosphonate method].
V A Efimov et al.
Bioorganicheskaia khimiia, 20(3), 323-326 (1994-03-01)
Room temperature synthesis of non-isocyanate polyurethanes (NIPUs) using highly reactive N-substituted 8-membered cyclic carbonates
Yuen A, et al.
Polym. Chem., 7(11), 2105-2111 (2016)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service