Skip to Content
Merck
CN

T6508

Sigma-Aldrich

Trifluoroacetic acid

ReagentPlus®, 99%

Synonym(s):

TFA

Sign Into View Organizational & Contract Pricing

About This Item

Linear Formula:
CF3COOH
CAS Number:
76-05-1
Molecular Weight:
114.02
Beilstein:
742035
EC Number:
200-929-3
MDL number:
MFCD00004169
UNSPSC Code:
12352106
PubChem Substance ID:
329826846
NACRES:
NA.21

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

vapor density

3.9 (vs air)

Quality Level

200

vapor pressure

97.5 mmHg ( 20 °C)

product line

ReagentPlus®

Assay

99%

form

liquid

impurities

≤0.05% water

refractive index

n20/D 1.3 (lit.)

pH

1 (10 g/L)

bp

72.4 °C (lit.)

mp

−15.4 °C (lit.)

solubility

ethanol: soluble 0.33 mL/mL

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

Looking for similar products? Visit Product Comparison Guide

General description

Our biotech solvents offer exceptional quality for reliable RNA extraction, ensuring optimal laboratory performance. With low water content and minimal residue, give clean UV spectra to minimize contamination.
  • High-Quality Biotech Solvents: Designed for optimal laboratory performance with low water content and minimal residues.
  • Ideal for RNA Extraction: Essential for genetic testing and research applications like PCR.
  • Ensures Integrity of Genetic Material: Promotes reliable and reproducible results.
  • Industry Compliant: Suitable for both academic and commercial laboratories, enhancing research efficiency.

Trifluoroacetic acid (TFA) is an organofluorine compound used as a reagent in organic synthesis for various acid-catalyzed reactions such as ring-opening of epoxides, biomimetic cyclization, Cope rearrangements, and natural product synthesis. TFA′s physicochemical characteristics provide advantages over other acids because of its high volatility, solubility in organic solvents, and acidic strength. When TFA is used as a reagent the product isolation is simple by evaporation due to its very high volatility. Less volatile acids such as sulfuric acid or p-toluenesulfonic acid may require neutralization or an extractive workup.

Application

Trifluoroacetic acid can be used as a reagent:      
  • For the cleavage of nitrogen and oxygen protecting groups such as N-Boc, N-benzyloxymethyl, benzyl ether, p-methoxybenzyl ether, t-butyl ether, t-butyloxymethyl ether, triphenylmethyl ether, and dimethyl acetals.      
  • In the Baeyer–Villiger oxidation reactions in combination with sodium percarbonate.,·      
  • For the C-H trifluoromethylation of arenes.

TFA can also be used as:      
  • A solvent in atom transfer cyclization reactions and polymer processes.      
  • A catalyst in the synthesis of ε-caprolactam via Beckmann rearrangement of cyclohexanone oxime in aprotic solvents.

Packaging

1mL in each ampule.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H314,H332,H412

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

Regulatory Information

危险化学品

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SDBB2242
STBL2224
SDBB2365
MKCX2698
MKCX1287

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Organocatalyzed Beckmann rearrangement of cyclohexanone oxime by trifluoroacetic acid in aprotic solvent
Ronchin L, et al.
Catalysis Communications, 10(2), 251-256 (2008)
Electronic effects in the acid-promoted deprotection of N-2, 4-dimethoxybenzyl maleimides
Watson DJ, et al.
Tetrahedron Letters, 42(10), 1827-1830 (2001)
Oxidative C-C bond cleavage of N-alkoxycarbonylated cyclic amines by sodium nitrite in trifluoroacetic acid
Onomura O, et al.
Tetrahedron Letters, 49(47), 6728-6731 (2008)
Trifluoroacetic acid: Uses and recent applications in organic synthesis.
Lopez SE and Salazar J.
Journal of Fluorine Chemistry, 156, 73-100 (2013)
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
View All Related Papers

Articles

Acid and Base Chart — Table of Acids & Bases

Acid and base chart lists the strength of acids and bases (strongest to weakest) in order. Simple to use laboratory reference chart for scientists, researchers and lab technicians.

Protocols

Fmoc Resin Cleavage and Deprotection

Fmoc resin cleavage and deprotection are crucial steps for peptide synthesis, yielding the desired peptide after resin detachment.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service