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T6508 Sigma-Aldrich

Trifluoroacetic acid

ReagentPlus®, 99%

Synonym: TFA

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Properties

Related Categories Acids, Acids & Bases, Analytical Reagents, Analytical Reagents for General Use, Analytical/Chromatography,
grade   ReagentPlus®
vapor density   3.9 (vs air)
vapor pressure   97.5 mmHg ( 20 °C)
assay   99%
refractive index   n20/D 1.3(lit.)
bp   72.4 °C(lit.)
mp   −15.4 °C(lit.)
density   1.489 g/mL at 20 °C(lit.)

Description

Packaging

1, 10, 5×10, 10×10 amp in ampule

1, 2 L in glass bottle

5, 25, 100, 4×100, 500 mL in glass bottle

1mL in each ampule.

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Hazard Codes (Europe) 
C
Risk Statements (Europe) 
Safety Statements (Europe) 
9-26-27-28-45-61
RIDADR 
UN 2699 8 / PGI
WGK Germany 
2
RTECS 
AJ9625000
Flash Point(F) 
>212 °F
Flash Point(C) 
>100 °C

Protocols & Articles

Articles

Determination of Water Content in Trifluoroacetic acid Using Karl Fischer Titration

Strong acids shift the pH of the KF reagent and must be neutralized. This can be carried out directly in the titration cell providing a sufficient amount of buffer is added, e.g. HYDRANAL-Buffer Acid...
Keywords: Esterifications, Titrations

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Molarity Calculator and Normality Calculator for Acids and Bases

The molarity calculator tool provides lab-ready directions describing how to prepare an acid or base solution of specified Molarity (M) or Normality (N) from a concentrated acid or base solution.  To...

Peer-Reviewed Papers

References

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Asymmetric synthesis of (-)-martinellic acid. Davies SG, Fletcher AM, Lee JA, et al. Org. Lett. 15(8), 2050-3, (2013)

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Pd-catalyzed C-H oxygenation with TFA/TFAA: expedient access to oxygen-containing heterocycles and late-stage drug modification. Shan G, Yang X, Ma L, et al. Angew. Chem. Int. Ed. Engl. 51(52), 13070-4, (2012)

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Characterization of DMSO coordination to palladium(II) in solution and insights into the aerobic oxidation catalyst, Pd(DMSO)2(TFA)2. Diao T, White P, Guzei I, et al. Inorg. Chem. 51(21), 11898-909, (2012)

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Staphylococcus aureus seroproteomes discriminate ruminant isolates causing mild or severe mastitis. Caroline Le Maréchal et al Vet. Res. 42, 35, (2011)

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Amidinate salt of hexafluoroacetone hydrate for the preparation of fluorinated compounds by the release of trifluoroacetate. Riofski MV, Hart AD, and Colby DA Org. Lett. 15(1), 208-11, (2013)

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Mechanistic studies of Wacker-type amidocyclization of alkenes catalyzed by (IMes)Pd(TFA)2(H2O): kinetic and stereochemical implications of proton transfer. Ye X, White PB, and Stahl SS J. Org. Chem. 78(5), 2083-90, (2013)

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Syntheses and characterization of konjac glucomannan acetate and their thermal and mechanical properties. Enomoto-Rogers Y, Ohmomo Y, and Iwata T Carbohydr. Polym. 92(2), 1827-34, (2013)

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A trifluoroacetic acid-labile sulfonate protecting group and its use in the synthesis of a near-IR fluorophore. Pauff SM and Miller SC J. Org. Chem. 78(2), 711-6, (2013)

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Interactions of the NPXY microdomains of the low density lipoprotein receptor-related protein 1. Guttman M Proteomics 9(22), 5016-28, (2009)

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Hydration-state change of horse heart cytochrome c corresponding to trifluoroacetic-acid-induced unfolding. Miyashita Y, Wazawa T, Mogami G, et al. Biophys. J. 104(1), 163-72, (2013)

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End-group rearrangements in poly(propylene sulfide) matrix-assisted laser desorption/ionization time-of-flight analysis. Experimental evidence and possible mechanisms. Lallana E, Ferreri T, Carroccio SC, et al. Rapid Commun. Mass Spectrom. 26(18), 2158-64, (2012)

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Complementary Fe(3+)- and Ti(4+)-immobilized metal ion affinity chromatography for purification of acidic and basic phosphopeptides. Lai AC, Tsai CF, Hsu CC, et al. Rapid Commun. Mass Spectrom. 26(18), 2186-94, (2012)

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New TFA-free cleavage and final deprotection in fmoc solid-phase peptide synthesis: dilute HCl in fluoro alcohol. Palladino P and Stetsenko DA Org. Lett. 14(24), 6346-9, (2012)

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W. Roepke Biotechnol. Forum Eur. 7, 161, (1990)

Computational de novo design of a self-assembling peptide with predefined structure. Kaltofen S, Li C, Huang PS, et al. J. Mol. Biol. 427(2), 550-62, (2015)

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Metric similarity of dynamic commutation processes in situ and in vitro. Stovbun SV, Skoblin AA, Zanin AM, et al. Bull. Exp. Biol. Med. 153(6), 843-5, (2012)

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Complement factor H binding by different Lyme disease and relapsing fever Borrelia in animals and human. Bhide MR BMC Res. Notes 2, 134, (2009)

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The many roles for fluorine in medicinal chemistry. William K Hagmann et al J. Med. Chem. 51, 4359-69, (2008)

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Metabolic engineering of Saccharomyces cerevisiae for production of novel cyanophycins with an extended range of constituent amino acids. Anna Steinle et al Appl. Environ. Microbiol. 75, 3437-46, (2009)

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Preparation and stabilization of aluminium trifluoroacetate fluoride sols for optical coatings. Fritz C, Scholz G, Feist M, et al. Dalton Trans. 41(37), 11351-60, (2012)

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Nonradioactive, ultrasensitive site-specific protein-protein photocrosslinking: interactions of alpha-helix 2 of TATA-binding protein with general transcription factor TFIIA and transcriptional repressor NC2. Kim Y Nucleic Acids Res. 36(19), 6143-54, (2008)

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Transition-metal-free synthesis of unsymmetrical diaryl chalcogenides from arenes and diaryl dichalcogenides. Prasad ChD, Balkrishna SJ, Kumar A, et al. J. Org. Chem. 78(4), 1434-43, (2013)

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Trifluoroacetic acid cleavage and deprotection of resin-bound peptides following synthesis by Fmoc chemistry. Guy CA and Fields GB Meth. Enzymol. 289, 67-83, (1997)

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Direct bacterial profiling by matrix-assisted laser desorption-ionization time-of-flight mass spectrometry for identification of pathogenic Neisseria. Elena N. Ilina et al J. Mol. Diagn. 11, 75-86, (2009)

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Regioselective benzoylation of glycopyranosides by benzoic anhydride in the presence of Cu(CF3COO)2. Evtushenko EV Carbohydr. Res. 359, 111-9, (2012)

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Discovery of Chromatin-Associated Proteins via Sequence-Specific Capture and Mass Spectrometric Protein Identification in Saccharomyces cerevisiae. Kennedy-Darling J, Guillen-Ahlers H, Shortreed MR, et al. J. Proteome Res., (2014)

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Utilization of hydrophilic-interaction LC to minimize matrix effects caused by phospholipids. Tan B, Negahban A, McDonald T, et al. Bioanalysis 4(16), 2049-58, (2012)

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Development of a stability-indicating LC method for determination of a synthetic chalcone derivative in a nanoemulsion dosage form and identification of the main photodegradation product by LC-MS. Mattos CB, Deponti VB, Barreto F, et al. J. Pharm. Biomed. Anal. 70, 652-6, (2012)

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MALDI-based intact spore mass spectrometry of downy and powdery mildews. Chalupová J, Sedlářová M, Helmel M, et al. J. Mass Spectrom. 47(8), 978-86, (2012)

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Simultaneously preparative purification of Huperzine A and Huperzine B from Huperzia serrata by macroporous resin and preparative high performance liquid chromatography. Zhang H, Liang H, Kuang P, et al. J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 904, 65-72, (2012)

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A liquid chromatography method for determination of selected amino acids, coenzymes, growth regulators, and vitamins from Cicer arietinum (L.) and Solanum lycopersicum (L.). Meher HC, Gajbhiye VT, and Singh G J. AOAC Int. 95(4), 1142-52, (2012)

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Enhanced recovery of lyophilized peptides in shotgun proteomics by using an LC-ESI-MS compatible surfactant. Kawashima Y, Takahashi N, Satoh M, et al. Proteomics 13(5), 751-5, (2013)

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Indium/TFA-catalyzed synthesis of tetracyclic [6,5,5,6] indole ring, via a tandem cycloannulation of β-oxodithioester with tryptamine. Singh TP, Bhattarcharya S, and Singh OM Org. Lett. 15(8), 1974-7, (2013)

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Evaluation of charged aerosol detector for purity assessment of protein. Wang R, Wang X, Paulino J, et al. J. Chromatogr. A 1283, 116-21, (2013)

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Preparation of a novel hyperbranched carbosilane-silica hybrid coating for trace amount detection by solid phase microextraction/gas chromatography. Chen G, Li W, Zhang C, et al. J. Chromatogr. A 1256, 213-21, (2012)

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Mould routine identification in the clinical laboratory by matrix-assisted laser desorption ionization time-of-flight mass spectrometry. Cassagne C, Ranque S, Normand AC, et al. PLoS ONE 6(12), e28425, (2011)

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Characterization of alpha-nitromethyl ketone as a new zinc-binding group based on structural analysis of its complex with carboxypeptidase A. Shou-Feng Wang et al Bioorg. Med. Chem. Lett. 19, 5009-11, (2009)

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Effects of peptide fraction and counter ion on the development of clinical signs in experimental autoimmune encephalomyelitis. Boullerne AI, Polak PE, Braun D, et al. J. Neurochem. 129(4), 696-703, (2014)

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Analysis of nine food additives in red wine by ion-suppression reversed-phase high-performance liquid chromatography using trifluoroacetic acid and ammonium acetate as ion-suppressors. Zhao YG, Chen XH, Yao SS, et al. Anal. Sci. 28(10), 967-71, (2012)

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Microbial degradation of pharmaceuticals followed by a simple HPLC-DAD method. Ribeiro AR, Gonçalves VM, Maia AS, et al. J. Environ. Sci. Health. A. Tox. Hazard. Subst. Environ. Eng. 47(13), 2151-8, (2012)

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Merck 14,9681

Beil. 2,IV,458

Fieser 1,1219 / Fieser 2,433 / Fieser 3,305 / Fieser 4,530 / Fieser 5,695 / Fieser 6,613 / Fieser 7,388 / Fieser 8,503 / Fieser 9,483 / Fieser 10,418 / Fieser 11,557 / Fieser 12,529 / Fieser 14,322 / Fieser 15,338 / Fieser 17,369

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