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:
Product Name
Trifluoroacetic acid, ReagentPlus®, 99%
InChI
1S/C2HF3O2/c3-2(4,5)1(6)7/h(H,6,7)
SMILES string
OC(C(F)(F)F)=O
InChI key
DTQVDTLACAAQTR-UHFFFAOYSA-N
vapor density
3.9 (vs air)
vapor pressure
97.5 mmHg ( 20 °C)
product line
ReagentPlus®
assay
99%
form
liquid
Quality Level
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.)
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Application
Trifluoroacetic acid can be used as a reagent:
TFA can also be used as:
- 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.
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.
Packaging
1mL in each ampule.
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Inhalation - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1A
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 2
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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)
Oxidative C-C bond cleavage of N-alkoxycarbonylated cyclic amines by sodium nitrite in trifluoroacetic acid
Onomura O, et al.
Tetrahedron Letters, 49(47), 6728-6731 (2008)
Trifluoroacetic acid: Uses and recent applications in organic synthesis.
Lopez SE and Salazar J.
Journal of Fluorine Chemistry, 156, 73-100 (2013)
Electronic effects in the acid-promoted deprotection of N-2, 4-dimethoxybenzyl maleimides
Watson DJ, et al.
Tetrahedron Letters, 42(10), 1827-1830 (2001)
Guangfa Shi et al.
Organic letters, 17(1), 38-41 (2014-12-18)
Direct trifluoromethylation of arenes using TFA as the trifluoromethylating reagent was achieved with Ag as the catalyst. This reaction not only provides a new protocol for aryl C-H trifluoromethylation, but the generation of CF3· from TFA may prove useful in
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