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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:
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

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Supplementary Hazards

Storage Class Code

8B - Non-combustible corrosive hazardous materials

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
"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)
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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