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Merck
CN

91720

Trifluoroacetic anhydride

purum, ≥99.0% (GC)

Synonym(s):

TFAA

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About This Item

Linear Formula:
(CF3CO)2O
CAS Number:
407-25-0
Molecular Weight:
210.03
UNSPSC Code:
12352100
PubChem Substance ID:
329770070
EC Number:
206-982-9
Beilstein/REAXYS Number:
746197
MDL number:
MFCD00000416

Key Documents

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SMILES string

O[C@@H](CC(O)=O)C(O)=O, FC(F)(F)C(=O)OC(=O)C(F)(F)F

InChI key

QAEDZJGFFMLHHQ-UHFFFAOYSA-N

InChI

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

vapor pressure

6.28 psi ( 20 °C)

grade

purum

assay

≥99.0% (GC)

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.)

storage temp.

2-8°C

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Other Notes

Powerful activator in the DMSO oxidation of alcohols to carbonyl compounds

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

8A - Combustible corrosive hazardous materials

wgk

WGK 2

ppe

Faceshields, Gloves, Goggles

Regulatory Information

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A.J. Manusco et al.
Synthesis, 165-165 (1981)
C.M. Amon et al.
The Journal of Organic Chemistry, 52, 4851-4851 (1987)
Hidenori Kinoshita et al.
Journal of the American Chemical Society, 132(18), 6412-6418 (2010-04-17)
Reaction screening of nucleophilic reaction partners for addition to N-diphenylphosphinylimines employing lanthanum(III) triflate as a catalyst and trifluoroacetic anhydride (TFAA) as an activator is reported. A number of tandem processes leading to novel chemotypes including aza-Prins/intramolecular Friedel-Crafts annulations have been
Kazuhiro Higuchi et al.
Chemical communications (Cambridge, England), 47(23), 6728-6730 (2011-05-11)
A combination of dimethyl sulfoxide (DMSO) and trifluoroacetic anhydride (TFAA) mediates functionalization at the 2α-position of indole derivatives. Carbon and heteroatom nucleophiles were directly introduced via a one-pot procedure in excellent yields.
Jessica C Nelson et al.
Current biology : CB, 30(14), 2729-2738 (2020-06-06)
Habituation is an adaptive learning process that enables animals to adjust innate behaviors to changes in their environment. Despite its well-documented implications for a wide diversity of behaviors, the molecular and cellular basis of habituation learning is not well understood.
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