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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:
407-25-0
Molecular Weight:
210.03
Beilstein/REAXYS Number:
746197
EC Number:
206-982-9
MDL number:
MFCD00000416
UNSPSC Code:
12352100
PubChem Substance ID:
24846727
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

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1A

supp_hazards

EUH014

Storage Class

8B - Non-combustible corrosive hazardous materials

wgk_germany

WGK 2

ppe

Faceshields, Gloves, Goggles

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK6964
BCCH1476
BCCM2648
MKCQ8559
BCCF7343

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"Synthesis of functionalized nitroalkanes by oxidation of oximes with urea-hydrogen peroxide complex and trifluoroacetic anhydride"
Ballini R, et al.
Tetrahedron Letters, 33(33), 4835- 4838 (1992)
Albert W Xiao et al.
Nature materials, 19(6), 644-654 (2020-02-26)
The application of transition metal fluorides as energy-dense cathode materials for lithium ion batteries has been hindered by inadequate understanding of their electrochemical capabilities and limitations. Here, we present an ideal system for mechanistic study through the colloidal synthesis of
"Synthesis of 6-substituted 2'-deoxyguanosine derivatives using trifluoroacetic anhydride in pyridine"
Fathi R, et al.
Tetrahedron Letters, 31(03), 319-321 (1990)
Tetrahedron Letters, 27, 3995-3995 (1986)
Angelos Halaris et al.
Journal of psychiatric research, 66-67, 118-126 (2015-05-27)
A pro-inflammatory state and a dysregulation in the tryptophan/kynurenine pathway have been documented in depression. This study examined whether treatment with the SSRI, escitalopram (ESC), could suppress inflammation and favorably shift metabolites of the kynurenine pathway in patients with major
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