Trifluoroacetic acid (CED0001090)

Record Information
Version1.0
Creation Date2016-05-19 04:39:40 UTC
Update Date2026-08-22 10:02:47 UTC
Accession NumberCHEM014952
Identification
Common NameTrifluoroacetic acid
ClassSmall Molecule
Description
Trifluoroacetic acid (C2HF3O2) has an average molecular weight of 114.02 g/mol. Trifluoroacetic acid belongs to the alpha-halocarboxylic acids and derivatives, a subclass of carboxylic acids and derivatives within the organic compounds. This compound serves several industrial roles, acting as an acid (PMC10552653), additive (PMC10552653), catalyst (PMC6384868), and solvent (PMC11678251, PMC13234783). In biological contexts, it is used as a drug (PMC8227162), ligand (PMC13234783), and biomarker (PMC13257718). Additionally, it is used in Polyamide plastics. Trifluoroacetic acid is found in or released from 43 recorded sources. These include electrical and electronic equipment, such as antennas, discharge lamps, contacts, conductors or conductive bodies characterised by the conductive materials, and auxiliary devices. It is present in household cleaning and consumer products, including soap detergents, perfumes within detergents and soaps, bleaching agents, cigar cigarettes, and non electric simulated smoking devices. Environmental sources include aquatic systems and sediments—specifically seawater, freshwater, surface water, and groundwater—as well as drinking water and water supply, including bottled, desalinated, tap, and drinking water. It is also found in wastewater, sanitation and biosolids, including mine wastewater, industrial wastewater, wastewater treatment effluent, and unspecified wastewater. Other sources include food, food processing and cookware, specifically food preservation, food contact materials, and fermentation processes for beer, among five more sectors. Exposure routes include touch, oral, and inhalation. Health effects associated with trifluoroacetic acid include inflammation (PMC2639783), thrombosis (PMC2639783), weight gain (PMC2639783), arrhythmia (PMC2639783), and myocardial infarction (PMC2639783).
Contaminant Type
  • PMT
Chemical Structure
Synonyms
ValueSource
Acide trifluoroacetiqueChEBI
CF3COOHChEBI
Perfluoroacetic acidChEBI
TFAChEBI
TrifluoressigsaeureChEBI
PerfluoroacetateGenerator
TrifluoroacetateGenerator
Kyselina trifluoroctovaHMDB
Trifluoracetic acidHMDB
TrifluoressigsaureHMDB
Trifluoro-acetic acidHMDB
Trifluoroacetic acid (acd/name 4.0)HMDB
Trifluoroethanoic acidHMDB
Trifluoroacetate, cesiumHMDB
Cesium trifluoroacetateHMDB
Acid, trifluoroaceticHMDB
Chemical FormulaC2HF3O2
Average Molecular Mass114.023 g/mol
Monoisotopic Mass113.993 g/mol
CAS Registry Number76-05-1
IUPAC Nametrifluoroacetic acid
Traditional Nametrifluoroacetic acid
SMILESOC(=O)C(F)(F)F
InChI IdentifierInChI=1S/C2HF3O2/c3-2(4,5)1(6)7/h(H,6,7)
InChI KeyDTQVDTLACAAQTR-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha-halocarboxylic acids. These are carboxylic acids containing a halogen atom bonded to the alpha carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAlpha-halocarboxylic acids and derivatives
Direct ParentAlpha-halocarboxylic acids
Alternative Parents
Substituents
  • Alpha-halocarboxylic acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organofluoride
  • Organohalogen compound
  • Carbonyl group
  • Alkyl halide
  • Alkyl fluoride
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological Roles
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility3.44 g/LALOGPS
logP1.35ALOGPS
logP0.91ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)0.95ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity13.65 m³·mol⁻¹ChemAxon
Polarizability5.62 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrumsplash10-0fr2-9000000000-aed48110ad973f60f967Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0fr2-9000000000-aed48110ad973f60f967Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-03dl-9800000000-64af0ed90b44921a8598Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-00di-9300000000-6486af0c8d0cb2ffc046Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-0900000000-4123b2a64da148de5520Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-0900000000-5fafa8af09d8d967e934Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00r6-9400000000-9e0a359637ad331a88ccNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-0900000000-e075928119727c5bd97cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-1900000000-7ac289544d7fbcd31ddcNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-1900000000-c819a03ff7e001afe080Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-0900000000-81fa945f315b69cbc971Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-0900000000-81fa945f315b69cbc971Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-9000000000-c843b2c6c3dbe039e931Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-0900000000-9e0ad7eda719e2713e8aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-0900000000-9e0ad7eda719e2713e8aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-0900000000-9e0ad7eda719e2713e8aNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
297.0Log mg/kg[170:530]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
inflammationassociated_withNot AvailablePMC2639783
weight gainassociated_withNot AvailablePMC2639783
myocardial infarctionassociated_withNot AvailablePMC2639783 , PMC2639783
thrombosisassociated_withNot AvailablePMC2639783
arrhythmiaassociated_withNot AvailablePMC2639783
Exposure Sources
Source IDSourceSectorReference
3Irrigation waterAgriculture & land managementNot Available
10InsecticidesAgriculture & land managementNot Available
27Water CoolersAppliances, HVAC & refrigerantsNot Available
43Water heatersAppliances, HVAC & refrigerantsNot Available
50GroundwaterAquatic systems & sedimentsNot Available
51Surface waterAquatic systems & sedimentsNot Available
52SeawaterAquatic systems & sedimentsNot Available
53FreshwaterAquatic systems & sedimentsNot Available
70Stormwater runoffAutomotive & urban infrastructureNot Available
88Waterproofing spraysBuilding & ConstructionNot Available
115Drinking waterDrinking water & water supplyNot Available
116Tap waterDrinking water & water supplyNot Available
117Bottled waterDrinking water & water supplyNot Available
118Desalinated waterDrinking water & water supplyNot Available
181Ballast waterMarine, shipping & aquacultureNot Available
182Bilge waterMarine, shipping & aquacultureNot Available
233BrushesPersonal care & cosmeticsNot Available
468Industrial wastewaterWastewater, sanitation & biosolidsNot Available
470Wastewater treatment effluentWastewater, sanitation & biosolidsNot Available
475Mine wastewaterWastewater, sanitation & biosolidsNot Available
477Wastewater, unspecifiedWastewater, sanitation & biosolidsNot Available
494Food contact materialsFood, food processing & cookwareNot Available
506AntennasElectrical & Electronic EquipmentNot Available
507Auxiliary DevicesElectrical & Electronic EquipmentNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
512ContactsElectrical & Electronic EquipmentNot Available
514Discharge LampsElectrical & Electronic EquipmentNot Available
517Electric SwitchesElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
520Emergency Protective DevicesElectrical & Electronic EquipmentNot Available
521Fixed Capacitors And Their ManufactureElectrical & Electronic EquipmentNot Available
523Gas Filled Discharge Tubes With Solid CathodeElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot Available
530Radio Transmission SystemsElectrical & Electronic EquipmentNot Available
535Superconducting Magnets And Superconducting CoilsElectrical & Electronic EquipmentNot Available
536Superconductive Or Hyperconductive Conductors Cables Or Transmission LinesElectrical & Electronic EquipmentNot Available
544Fermentation Processes For BeerFood, food processing & cookwareNot Available
545Food PreservationFood, food processing & cookwareNot Available
555Bleaching AgentsHousehold cleaning & consumer productsNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
563Soap DetergentsHousehold cleaning & consumer productsNot Available
566Tobacco PipesHousehold cleaning & consumer productsNot Available
578Making CigarsIndustrial manufacturing & chemical processingNot Available
579Manufacture Of Iron Or SteelIndustrial manufacturing & chemical processingNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
581Paper Making MachinesIndustrial manufacturing & chemical processingNot Available
596AcaricidesAgriculture & land managementNot Available
597ChemosterilantsAgriculture & land managementNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
603NematocidesAgriculture & land managementNot Available
604Pest AttractantsAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
609AftershavePersonal care & cosmeticsNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
614Essential Oils Or PerfumesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
619Manicure PedicurePersonal care & cosmeticsNot Available
630ToysRecreation & sports surfacesNot Available
632ApparelTextiles, leather & furnishingsNot Available
638Decorating TextilesTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
643HeadwearTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
657Surface Finishing Of LeatherTextiles, leather & furnishingsNot Available
659Transfer PrintingTextiles, leather & furnishingsNot Available
662Yarns Or ThreadsTextiles, leather & furnishingsNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureInward rectifier potassium channel 2P35561Mus musculusPredicted (SEA)8.64126
Click to view 3D structureJuvenile hormone esteraseQ9GPG0Manduca sextaPredicted (SEA)4.9045
Liver carboxylesterase 1 structureClick to view 3D structureLiver carboxylesterase 1P23141HumansPredicted (SEA)59.9439
Click to view 3D structureCocaine esteraseO00748HumansPredicted (SEA)22.0313
Click to view 3D structureFatty-acid amide hydrolase 1O00519HumansPredicted (SEA)384.887
Click to view 3D structureLiver carboxylesteraseQ29550Sus scrofaPredicted (SEA)11.1324
Click to view 3D structureCG8425-PA [Drosophila melanogaster]A1ZA98Drosophila melanogasterPredicted (SEA)5.13805
Click to view 3D structureAcylcarnitine hydrolaseQ91WG0Mus musculusPredicted (SEA)6.46149
Click to view 3D structureEsteraseA3QR02Chilo suppressalisPredicted (SEA)8.40772
Click to view 3D structurePhosphoglycerate kinaseP00560Saccharomyces cerevisiae S288cPredicted (SEA)0.934191
Click to view 3D structureAcetylpolyamine amidohydrolaseQ48935Mycoplana ramosaPredicted (SEA)4.28171
Click to view 3D structureFumarate hydratase, mitochondrialP10173Sus scrofaPredicted (SEA)0.544945
Carbonic anhydrase 9 structureClick to view 3D structureCarbonic anhydrase 9Q16790HumansPredicted (SEA)2549.64
Click to view 3D structureLiver carboxylesterase B-1Q63010Rattus norvegicusPredicted (SEA)10.7432
Carbonic anhydrase 7 structureClick to view 3D structureCarbonic anhydrase 7P43166HumansPredicted (SEA)2424.46
Click to view 3D structureBeta-lactamase VIM-1Q9XAY4Pseudomonas aeruginosaPredicted (SEA)4.43741
Click to view 3D structureFatty-acid amide hydrolase 1P97612Rattus norvegicusPredicted (SEA)2872.56
Carbonic anhydrase 14 structureClick to view 3D structureCarbonic anhydrase 14Q9ULX7HumansPredicted (SEA)2894.04
Click to view 3D structureCarbonic anhydrase 5A, mitochondrialP35218HumansPredicted (SEA)2790.19
Voltage-gated inwardly rectifying potassium channel KCNH2 structureClick to view 3D structureVoltage-gated inwardly rectifying potassium channel KCNH2Q12809HumansPredicted (SEA)7469.4
Acetylcholinesterase structureClick to view 3D structureAcetylcholinesteraseP22303HumansPredicted (SEA)5602.96
Carbonic anhydrase 2 structureClick to view 3D structureCarbonic anhydrase 2P00918HumansPredicted (SEA)5129.33
Carbonic anhydrase 1 structureClick to view 3D structureCarbonic anhydrase 1P00915HumansPredicted (SEA)4709.25
Dipeptidyl peptidase 4 structureClick to view 3D structureDipeptidyl peptidase 4P27487HumansPredicted (SEA)2998.99
Click to view 3D structureAsc-type amino acid transporter 1P63116RatPredicted (SEA)16.4262
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0014118
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkTrifluoroacetic_acid
Chemspider IDNot Available
ChEBI ID45892
PubChem Compound ID6422
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11498800
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=7696372
3. Yi GS, Lee WB, Chow GM: Synthesis of LiYF4, BaYF5, and NaLaF4 optical nanocrystals. J Nanosci Nanotechnol. 2007 Aug;7(8):2790-4.
4. Marchetti F, Marchetti F, Melai B, Pampaloni G, Zacchini S: Synthesis and reactivity of Haloacetato derivatives of iron(II) including the crystal and the molecular structure of [Fe(CF3COOH)2(micro-CF3COO)2]n. Inorg Chem. 2007 Apr 16;46(8):3378-84. Epub 2007 Mar 13.