Trifluoroacetic Acid
Trifluoroacetic acid is a corrosive organofluorine compound that is structurally analogous to, but stronger than, acetic acid. Available in various quantities and reagent grades, it is used in NMR spectroscopy, mass spectrometry, organic synthesis, etc.
Almost 100,000-fold more acidic than acetic acid, TFA is widely used in organic chemistry. TFA is used as a reagent in organic synthesis because of its properties: volatility, organic solvent solubility, and acidic strength. It is less oxidizing than sulfuric acid and is more readily available in its anhydrous form than some other acids . Other features include:
- Used in acid-catalyzed reactions, especially peptide synthesis (to cleave esters)
- Dissolves protein when mixed with liquid SO2
- Removes t-butyl derived side-chain protecting groups in Fmoc peptide synthesis
- Can remove the t-butoxycarbonyl protecting group in organic synthesis
- At low concentrations, acts as an ion-pairing agent for peptides and small proteins in organic compound liquid chromatography
- For acid-stable materials, can be a solvent for NMR spectroscopy
- Acts as a calibrant in mass spectrometry
- Used to produce trifluoroacetate salts
- An ingredient in adhesives, sealants, paints, and coatings
When TFA combines with bases and metals, especially light metals, a strong exothermic reaction occurs. When mixed with lithium aluminum hydride (LAH), the reaction is explosive.
Although nonflammable, TFA is corrosive to skin, eyes, and mucous membranes and requires careful use and handling. It is harmful when inhaled, causes severe skin burns and eye damage, and is toxic to aquatic organisms at even low concentrations.
TFA is also a product of the metabolic breakdown of the anesthetic agent halothane. It is the suspected cause of halothane-induced hepatitis.
Trifluoroacetic acid, Reagent Grade, 99%, Honeywell™
CAS: 76-05-1 Molecular Formula: C2HF3O2 Molecular Weight (g/mol): 114.02 MDL Number: MFCD00004169 InChI Key: DTQVDTLACAAQTR-UHFFFAOYSA-N Synonym: trifluoroacetic acid,perfluoroacetic acid,trifluoroethanoic acid,trifluoroacetic acid,acetic acid, trifluoro,trifluoroaceticacid,cf3cooh,trifluoro acetic acid,trifluoro-acetic acid,kyselina trifluoroctova PubChem CID: 6422 ChEBI: CHEBI:45892 IUPAC Name: trifluoroacetic acid SMILES: OC(=O)C(F)(F)F
Trifluoroacetic Acid, LC-MS Ultra, Honeywell™ Fluka™
CAS: 76-05-1 Molecular Formula: C2HF3O2 Molecular Weight (g/mol): 114.02 MDL Number: MFCD00004169 InChI Key: DTQVDTLACAAQTR-UHFFFAOYSA-N Synonym: trifluoroacetic acid,perfluoroacetic acid,trifluoroethanoic acid,trifluoroacetic acid,acetic acid, trifluoro,trifluoroaceticacid,cf3cooh,trifluoro acetic acid,trifluoro-acetic acid,kyselina trifluoroctova PubChem CID: 6422 ChEBI: CHEBI:45892 SMILES: OC(=O)C(F)(F)F
Trifluoroacetic acid, Eluent additive for LC-MS, Honeywell Fluka™
CAS: 76-05-1 Molecular Formula: C2HF3O2 Molecular Weight (g/mol): 114.02 MDL Number: MFCD00004169 InChI Key: DTQVDTLACAAQTR-UHFFFAOYSA-N Synonym: trifluoroacetic acid,perfluoroacetic acid,trifluoroethanoic acid,trifluoroacetic acid,acetic acid, trifluoro,trifluoroaceticacid,cf3cooh,trifluoro acetic acid,trifluoro-acetic acid,kyselina trifluoroctova PubChem CID: 6422 ChEBI: CHEBI:45892 SMILES: OC(=O)C(F)(F)F
Angiotensin II Trifluoroacetic Acid Salt (Human), TRC
Molecular Formula: C50H71N13O12 . x(C 2HF3O2) Synonym: N-[1-[N-[N-[N-[N-(N2-L-α-Aspartyl-L-arginyl)-L-valyl]-L-tyrosyl]-L-isoleucyl]-L-histidyl]-L-prolyl]-L-phenylalanine,[Ile5]-Ang II,[Ile5]-Angiotensin II,5-L-Isoleucineangiotensin II,10: PN: US20130023475 SEQID: 17 unclaimed protein,10: PN: WO0212471 SEQID: 17 unclaimed sequence,113: PN: WO2008104000 TABLE: 4 unclaimed sequence,11: PN: US20030119021 SEQID: 10 unclaimed sequence,1272: PN: US20050069911 SEQID: 1272 unclaimed sequence,12: PN: US20090088553 SEQID: 86 unclaimed protein,12: PN: WO0239997 SEQID: 17 unclaimed sequence,134: PN: WO02098448 SEQID: 144 unclaimed sequence,134: PN: WO02098906 SEQID: 144 unclaimed sequence,13: PN: US20120071544 SEQID: 7 unclaimed sequence,14: PN: WO2004007538 SEQID: 13 claimed sequence,14: PN: WO2011020056 SEQID: 95 claimed protein,154: PN: WO2009126292 TABLE: 4 unclaimed sequence,17: PN: US6610497 SEQID: 17 unclaimed sequence,17: PN: US6884771 SEQID: 17 unclaimed sequence,31: PN: WO0198325 SEQID: 32 claimed protein,32: PN: US20060014212 SEQID: 32 unclaimed sequence,32: PN: WO0056345 SEQID: 32 claimed sequence,7: PN: JP2005291836 SEQID: 6 unclaimed protein,7: PN: US20040209344 SEQID: 2 unclaimed sequence,7: PN: WO03072059 SEQID: 8 unclaimed sequence,80: PN: US6017693 TABLE: 4 claimed sequence,83: PN: US20050009742 PAGE: 21 claimed sequence,85: PN: US20080213898 SEQID: 83 claimed sequence,873: PN: US20040180380 SEQID: 1272 unclaimed sequence,8: PN: WO2008138350 SEQID: 8 claimed sequence,8: PN: WO9958140 SEQID: 1 claimed protein,96: PN: WO2008058016 SEQID: 96 claimed protein,9: PN: WO2008005531 SEQID: 17 unclaimed sequence,9: PN: WO2008106043 TABLE: 6 claimed protein,Angiotensin 2,Angiotensin II,Angiotensin II (human),Angiotensin II (mouse),Angiotensin II [Ile5],Asp-Arg-Val-Tyr-Ile-His-Pro-Phe,Asp1-Ile5-angiotensin II,Human angiotensin II,Ileu5-angiotensin II,Isoleucyl5-angiotensin II IUPAC Name: (2S,5S,8S,11S,14S,17S)-2-((1H-imidazol-4-yl)methyl)-17-amino-5-((S)-sec-butyl)-1-((S)-2-(((S)-1-carboxy-2-phenylethyl)carbamoyl)pyrrolidin-1-yl)-14-(3-guanidinopropyl)-8-(4-hydroxybenzyl)-11-isopropyl-1,4,7,10,13,16-hexaoxo-3,6,9,12,15-pentaazanonadecan-19-oic acid2,2,2-trifluoroacetic acid SMILES: O=C(O)[C@H](CC1=CC=CC=C1)NC([C@H]2N(C([C@H](CC3=CNC=N3)NC([C@H]([C@@H](C)CC)NC([C@H](CC4=CC=C(C=C4)O)NC([C@H](C(C)C)NC([C@H](CCCNC(N)=N)NC([C@H](CC(O)=O)N)=O)=O)=O)=O)=O)=O)CCC2)=O.OC(C(F)(F)F)=O.[F,Cl,Br,I]
Trifluoroacetic acid, Fluka™
Trifluoroacetic Acid, For protein sequencing, Honeywell Fluka™
CAS: 76-05-1 Molecular Formula: C2HF3O2 Molecular Weight (g/mol): 114.02 MDL Number: MFCD00004169 InChI Key: DTQVDTLACAAQTR-UHFFFAOYSA-N Synonym: trifluoroacetic acid,perfluoroacetic acid,trifluoroethanoic acid,trifluoroacetic acid,acetic acid, trifluoro,trifluoroaceticacid,cf3cooh,trifluoro acetic acid,trifluoro-acetic acid,kyselina trifluoroctova PubChem CID: 6422 ChEBI: CHEBI:45892 IUPAC Name: trifluoroacetic acid SMILES: OC(=O)C(F)(F)F
Trifluoroacetic acid, Puriss. p.a., for HPLC, ≥99.0% (GC), Honeywell Fluka™
CAS: 76-05-1 Molecular Formula: C2HF3O2 Molecular Weight (g/mol): 114.02 MDL Number: MFCD00004169 InChI Key: DTQVDTLACAAQTR-UHFFFAOYSA-N Synonym: trifluoroacetic acid,perfluoroacetic acid,trifluoroethanoic acid,trifluoroacetic acid,acetic acid, trifluoro,trifluoroaceticacid,cf3cooh,trifluoro acetic acid,trifluoro-acetic acid,kyselina trifluoroctova PubChem CID: 6422 ChEBI: CHEBI:45892 SMILES: OC(=O)C(F)(F)F