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MilliporeSigma

T6508

Sigma-Aldrich

Trifluoroacetic acid

ReagentPlus®, 99%

Synonym(s):

TFA

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About This Item

Linear Formula:
CF3COOH
CAS Number:
76-05-1
Molecular Weight:
114.02
Beilstein/REAXYS Number:
742035
EC Number:
200-929-3
MDL number:
MFCD00004169
UNSPSC Code:
12352106
PubChem Substance ID:
329826846
NACRES:
NA.21

Key Documents

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vapor density

3.9 (vs air)

Quality Level

200

vapor pressure

97.5 mmHg ( 20 °C)

product line

ReagentPlus®

assay

99%

form

liquid

concentration

99%

impurities

≤0.05% water

refractive index

n20/D 1.3 (lit.)

pH

1 (10 g/L)

bp

72.4 °C (lit.)

mp

−15.4 °C (lit.)

solubility

ethanol: soluble 0.33 mL/mL

density

1.489 g/mL at 20 °C (lit.)

SMILES string

OC(C(F)(F)F)=O

InChI

1S/C2HF3O2/c3-2(4,5)1(6)7/h(H,6,7)

InChI key

DTQVDTLACAAQTR-UHFFFAOYSA-N

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General description

Our biotech solvents offer exceptional quality for reliable RNA extraction, ensuring optimal laboratory performance. With low water content and minimal residue, give clean UV spectra to minimize contamination.
  • High-Quality Biotech Solvents: Designed for optimal laboratory performance with low water content and minimal residues.
  • Ideal for RNA Extraction: Essential for genetic testing and research applications like PCR.
  • Ensures Integrity of Genetic Material: Promotes reliable and reproducible results.
  • Industry Compliant: Suitable for both academic and commercial laboratories, enhancing research efficiency.

Trifluoroacetic acid (TFA) is an organofluorine compound used as a reagent in organic synthesis for various acid-catalyzed reactions such as ring-opening of epoxides, biomimetic cyclization, Cope rearrangements, and natural product synthesis. TFA′s physicochemical characteristics provide advantages over other acids because of its high volatility, solubility in organic solvents, and acidic strength. When TFA is used as a reagent the product isolation is simple by evaporation due to its very high volatility. Less volatile acids such as sulfuric acid or p-toluenesulfonic acid may require neutralization or an extractive workup.

Application

Trifluoroacetic acid can be used as a reagent:      
  • For the cleavage of nitrogen and oxygen protecting groups such as N-Boc, N-benzyloxymethyl, benzyl ether, p-methoxybenzyl ether, t-butyl ether, t-butyloxymethyl ether, triphenylmethyl ether, and dimethyl acetals.      
  • In the Baeyer–Villiger oxidation reactions in combination with sodium percarbonate.,·      
  • For the C-H trifluoromethylation of arenes.

TFA can also be used as:      
  • A solvent in atom transfer cyclization reactions and polymer processes.      
  • A catalyst in the synthesis of ε-caprolactam via Beckmann rearrangement of cyclohexanone oxime in aprotic solvents.

Packaging

1mL in each ampule.

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

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 2

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Certificates of Analysis (COA)

Lot/Batch Number
STBK8252
STBK8620
MKCL8553
STBK6059
STBK5393

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Organocatalyzed Beckmann rearrangement of cyclohexanone oxime by trifluoroacetic acid in aprotic solvent
Ronchin L, et al.
Catalysis Communications, 10(2), 251-256 (2008)
Guillaume Plourde et al.
Lancet (London, England), 386(10009), 2192-2203 (2015-09-29)
Transradial access for cardiac catheterisation results in lower bleeding and vascular complications than the traditional transfemoral access route. However, the increased radiation exposure potentially associated with transradial access is a possible drawback of this method. Whether transradial access is associated
Yukiko Enomoto-Rogers et al.
Carbohydrate polymers, 92(2), 1827-1834 (2013-02-13)
Fully substituted glucomannan triacetate (GMTAc) (degree of substitution (DS)=3.0) was prepared from konjac glucomannan (KGM) treated with acetic acid and trifluoroacetic anhydride (TFAA). The peaks in the (1)H- and (13)C NMR spectra of GMTAc were assigned in detail based on
Caroline Le Maréchal et al.
Veterinary research, 42, 35-35 (2011-02-18)
Staphylococcus aureus is a major cause of mastitis in ruminants. In ewe mastitis, symptoms range from subclinical to gangrenous mastitis. S. aureus factors or host-factors contributing to the different outcomes are not completely elucidated. In this study, experimental mastitis was
Mian Qi et al.
Journal of the American Chemical Society, 136(43), 15366-15378 (2014-10-18)
Distance measurement in the nanometer range by electron paramagnetic resonance spectroscopy (EPR) in combination with site-directed spin labeling is a very powerful tool to monitor the structure and dynamics of biomacromolecules in their natural environment. However, in-cell application is hampered
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