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106232

Sigma-Aldrich

Trifluoroacetic anhydride

ReagentPlus®, ≥99%

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Synonym(s):
TFAA
Linear Formula:
(CF3CO)2O
CAS Number:
Molecular Weight:
210.03
Beilstein:
746197
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

vapor pressure

6.28 psi ( 20 °C)

Quality Level

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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This Item
302031T45004TX1276
Trifluoroacetic acid suitable for HPLC, ≥99.0%

Sigma-Aldrich

302031

Trifluoroacetic acid

Triallylamine 99%

Sigma-Aldrich

T45004

Triallylamine

Trifluoroacetic acid HPLC

Supelco

TX1276

Trifluoroacetic acid

assay

≥99%

assay

≥99.0%

assay

99%

assay

≥99.9%

refractive index

n20/D 1.3 (lit.)

refractive index

n20/D 1.3 (lit.)

refractive index

n20/D 1.451 (lit.)

refractive index

n20/D 1.3 (lit.)

bp

39.5-40 °C (lit.)

bp

72.4 °C (lit.)

bp

150-151 °C (lit.)

bp

72.4 °C (lit.)

mp

−65 °C (lit.)

mp

−15.4 °C (lit.)

mp

-

mp

−15.4 °C (lit.)

density

1.511 g/mL at 20 °C (lit.)

density

1.489 g/mL at 20 °C (lit.)

density

0.79 g/mL at 25 °C (lit.)

density

1.489 g/mL at 20 °C (lit.)

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

8A - Combustible, corrosive hazardous materials

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Tetrahedron Letters, 27, 3995-3995 (1986)
"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.
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"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.
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