Informativa e consenso per l'uso dei cookie

Accetto Il nostro sito salva piccoli pezzi di informazioni (cookie) sul dispositivo, al fine di fornire contenuti migliori e per scopi statistici. È possibile disattivare l'utilizzo di cookies modificando le impostazioni del tuo browser. Continuando la navigazione si acconsente all'utilizzo dei cookie.

76-05-1 - Trifluoroacetic acid, 99% - TFA - L06374 - Alfa Aesar

L06374 Trifluoroacetic acid, 99%

Codice CAS
76-05-1
Sinonimi
TFA

Dimensioni Prezzo ($) Quantità Disponibilità
25ml 25,83
100ml 49,75
500ml 145,23
Aggiungi al carrello Aggiungi al preventivo generale Visualizza articolo

Trifluoroacetic acid, 99%

MDL
MFCD00004169
EINECS
200-929-3

Proprietà chimiche

Formula
C2HF3O2
Peso formula
114.02
Punto di fusione
-15°
Punto di ebollizione
72-73°
Densità
1.480
Indice di rifrazione
1.2840
Sensibilità
Hygroscopic
Solubilità
Miscible with ether, acetone, ethanol, benzene, hexane and carbon tetrachloride.

Applicazioni

The combination of properties like solubility in most of the solvents, volatility, catalytic property, and strong acidity with non-oxidizing nature makes it a widely used reagent in organic synthesis. Trifluoroacetic acid is an important building block in the synthesis of pharmaceuticals, agrochemicals and performance products. It is a precursor to many fluorinated compounds, and widely used in peptide synthesis and other organic transformations involving deprotection of t-BOC group. TFA finds use as an ion pairing agent in liquid chromatography, as a solvent in NMR spectroscopy and as a calibrant in mass spectrometry.

Note

Trifluoroacetic acid (TFA) is a stable, hygroscopic, volatile and low-boiling organic acid. Storage in a cool place is recommended.

Letteratura

Strong organic acid, widely used in peptide synthesis to cleave N-Boc and t-butyl ester groups: Helv. Chim. Acta, 46, 870 (1963); see also Org. Synth. Coll., 9, 24, 268 (1998). For peptide reagents, see Appendix 6. For selective cleavage of Boc in the presence of Cbz (Z), using 70% TFA in water, see: Liebigs Ann. Chem., 749, 90 (1971). For selective cleavage of benzyl, benzhydryl and trityl ethers in the presence of ester functions, see: Synthesis, 249 (1983).

Also catalyzes the cleavage of t-butyl groups from t-butylphenols, by reverse Friedel-Crafts reaction: Tetrahedron, 29, 4003 (1973). Similarly, hindered aryl ketones or aromatic carboxylic acids undergo deacylation: Synthesis, 979 (1985).

Carrying out the Curtius rearrangement of acyl azides in TFA leads directly to the trifluoroacetamide, which can be readily hydrolyzed to the free amine: Synthesis, 38 (1983).

With sodium nitrite, has been used for the cleavage of tosylhydrazones: Synthesis, 207 (1979); for nitrosation of anisole and derivatives, avoiding possible loss of the alkyl group: Acta Chem. Scand., 44, 152 (1990); for diazotization of weakly basic arylamines such as pentafluoroaniline or 3,5-dinitroaniline: Synthesis, 566 (1988); and in the presence of formamide, for deamination of arylamines: J. Chem. Soc., Perkin 1, 873 (1986).

For use of TFA as a catalyst in the Meerwein-Ponndorf-Verley reduction, see Aluminum isopropoxide, 14007. For use in the modification of the reducing properties of borohydride, see Sodium borohydride, 13432. For use in the ionic hydrogenation, see Triethyl­silane, A10320.

López, S. E.; Salazar, J. Trifluoroacetic acid: Uses and recent applications in organic synthesis. J. Fluorine Chem. 2013, 156, 73-100.

Natu, A. D.; Burde, A. S.; Limaye, R. A.; Paradkar, M. V. Acceleration of the Dakin reaction by trifluoroacetic acid. J. Chem. Res. 2014, 38 (6), 325-386.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H314-H332-H412

Causes severe skin burns and eye damage. Harmful if inhaled. Harmful to aquatic life with long lasting effects.

Dichiarazioni precauzionali: P260-P261-P273-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Avoid breathing dust/fume/gas/mist/vapours/spray. Avoid release to the environment. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Merck
14,9681
Beilstein
742035
Classe di rischio
8
Gruppo di imballaggio
I
Codice tariffe armonizzato
2915.90
TSCA
Yes
RTECS
AJ9625000

Raccomandato

Visualizzati di recente

Prodotti chimici

Scienze della vita

Metalli e materiali

Catalizzatori

Apparecchiature di analisi e di laboratorio