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106232

Sigma-Aldrich

Trifluoroacetic anhydride

ReagentPlus®, ≥99%

Synonym(s):

TFAA

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About This Item

Linear Formula:
(CF3CO)2O
CAS Number:
Molecular Weight:
210.03
Beilstein/REAXYS Number:
746197
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

vapor pressure

6.28 psi ( 20 °C)

Quality Level

100
200

product line

ReagentPlus®

assay

≥99%

refractive index

n20/D 1.3 (lit.)

bp

39.5-40 °C (lit.)

mp

−65 °C (lit.)

density

1.511 g/mL at 20 °C (lit.)

SMILES string

FC(F)(F)C(=O)OC(=O)C(F)(F)F

InChI

1S/C4F6O3/c5-3(6,7)1(11)13-2(12)4(8,9)10

InChI key

QAEDZJGFFMLHHQ-UHFFFAOYSA-N

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Application

For the preparation of N- and O-trifluoroacetyl derivatives of a wide range of biologically active compounds for GC analysis. Also used in the oxidation of aldehydes to acids, esters, or amides. Trifluoroacetic anhydride can undergo reaction with deoxyguanosine in pyridine to give the corresponding 6-substituted-2′-deoxyguanosine derivatives. It can also react with urea-hydrogen peroxide complex to generate peroxytrifluoroacetic acid, which can convert aldoximes to nitroalkanes.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

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Tetrahedron Letters, 33(33), 4835- 4838 (1992)
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