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Merck

T6508

Trifluoroacetic acid

ReagentPlus®, 99%

Synonym(s):

TFA

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About This Item

Linear Formula:
CF3COOH
CAS Number:
Molecular Weight:
114.02
UNSPSC Code:
12352106
NACRES:
NA.21
PubChem Substance ID:
EC Number:
200-929-3
Beilstein/REAXYS Number:
742035
MDL number:
Assay:
99%
Concentration:
99%
Form:
liquid
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vapor density

3.9 (vs air)

Quality Level

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

General description

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.
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.

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


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Danger

Hazard Classifications

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

Storage Class

8A - Combustible corrosive hazardous materials



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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