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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:
746197
EC Number:
206-982-9
MDL number:
MFCD00000416
UNSPSC Code:
12352100
PubChem Substance ID:
24846727
NACRES:
NA.21
grade:
reagent
bp:
39.5-40 °C (lit.)
vapor pressure:
6.28 psi ( 20 °C)

grade

reagent

Quality Level

100
200

vapor pressure

6.28 psi ( 20 °C)

product line

ReagentPlus®

Assay

≥99%

dilution

(for general lab use)

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

Signal Word

Danger

Hazard Statements

H314,H332,H412

Hazard Classifications

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

Supplementary Hazards

EUH014

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCH1476
MKCQ8559
BCCF7343
MKCP2667
BCCD9446

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Tetrahedron Letters, 27, 3995-3995 (1986)
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 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)
"Synthesis of 6-substituted 2'-deoxyguanosine derivatives using trifluoroacetic anhydride in pyridine"
Fathi R, et al.
Tetrahedron Letters, 31(03), 319-321 (1990)
Susanne Rath et al.
Chemosphere, 214, 111-122 (2018-09-28)
Brazil is one of the world's largest producers of animal protein, requiring the large-scale use of veterinary drugs. The administration of antimicrobials and antiparasitics is a common practice. However, there is a lack of information on how these drugs impact
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