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299537

Sigma-Aldrich

Trifluoroacetic acid

≥99%, for protein sequencing

Synonym(s):

TFA

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About This Item

Linear Formula:
CF3COOH
CAS Number:
Molecular Weight:
114.02
Beilstein:
742035
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.21

vapor density

3.9 (vs air)

Quality Level

vapor pressure

97.5 mmHg ( 20 °C)

type

for protein sequencing

Assay

≥99%

form

liquid

impurities

<0.05% water

evapn. residue

<0.005%

refractive index

n20/D 1.3 (lit.)

pH

1 (20 °C, 10 g/L)

bp

72.4 °C (lit.)

mp

−15.4 °C (lit.)

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

Trifluoroacetic acid is a naturally occurring organic solvent and biodegradable by microbial action. It can also be used as a catalyst for various organic transformations, including solvolysis, rearrangements, reductions, oxidations, and trifluoromethylation.

Application

Trifluoroacetic acid can be used as a solvent in the:
  • Mass spectrometry for protein identification.
  • Microwave-irradiated bromination of isoxazoles and pyrazoles with N-bromosuccinimide to synthesize mono-brominated isoxazoles and pyrazoles.
  • Lewis acid-catalyzed 6-endo-digcyclization of 2-(2-arylethynyl)heteroaryl esters to heterocyclic lactones.
  • Electrospinning of cellulose acetate to prepare the corresponding nanofibrous membranes.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 2

Flash Point(F)

No data available

Flash Point(C)

No data available


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Andrew C Tolonen et al.
Journal of visualized experiments : JoVE, (89)(89), doi:10-doi:10 (2014-07-22)
Stable isotope labeling of peptides by reductive dimethylation (ReDi labeling) is a method to accurately quantify protein expression differences between samples using mass spectrometry. ReDi labeling is performed using either regular (light) or deuterated (heavy) forms of formaldehyde and sodium
W C Mahoney et al.
The Journal of biological chemistry, 255(23), 11199-11203 (1980-12-10)
A method employing reverse phase high performance liquid chromatography has been developed for the purification of large denatured peptides. The cyanogen bromide fragments of hemoglobin alpha, beta, and gamma chains (13 to 91 residues in length) could be separated and
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
Continuous-flow synthesis of the anti-malaria drug artemisinin.
François Lévesque et al.
Angewandte Chemie (International ed. in English), 51(7), 1706-1709 (2012-01-18)
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

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