TRIFLIC ACID (TRIFLUOROMETHANESULFONIC ACID)

TRIFLIC ACID

PRODUCT IDENTIFICATION

CAS NO.

1493-13-6; 132645-03-5; 146819-41-2; 83936-79-2

TRIFLIC ACID

EINECS NO. 216-087-5

FORMULA CF₃SO₃H

MOL WT. 150.08

H.S. CODE

TOXICITY

SYNONYMS Trifluoromethanesulfonic acid; Perfluoromethanesulfonic acid;

Trifluormethansulfonsaeure; ácido trifluorometanosulfonico; Acide trifluoromethanesulfonique;

SMILES

CLASSIFICATION

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE clear lquid

MELTING POINT -40 C

BOILING POINT 162 C

SPECIFIC GRAVITY 1.696

SOLUBILITY IN WATER miscible

AUTOIGNITION

VAPOR DENSITY

NFPA RATINGS

REFRACTIVE INDEX

FLASH POINT Non-flammable

STABILITY Stable under ordinary conditions. Hygroscopic.

GENERAL DESCRIPTION & APPLICATIONS

Triflic acid, trifluoromethanesulfonic acid, is one of the strongest acids; called super acid. It is about 1000 times stronger than sulfuric acid. Triflic acid is a clear hygroscopic liquid; completely miscible with water; soluble in polar solvents. When contacted with moist in air, it forms a hydrated solid. Triflate (trifluoromethanesulfonate) is the conjugate base of triflic acid. The parent acid and triflate are versatile reactants and solvents in many organic chemistry. The most characteristic properties are thermal stability and chemical resistance to oxidation and reduction reactions. They do not split off fluorine ions, even in a condition of the attack by strong nucleophiles. Triflic acid does not sulfonate substrates.

Triflic acid, its salts, acid halides, anhydrides and esters are used as a catalyst for the reactions of:

condensation of alcohols and carboxylic acids
reaction of aromatic compounds with sulfonyl chlorides
cracking of alkanes, alkylation of alkenes, isomerisation of alkanes and trans-alkylation of aromatics
trans-bromination and other Friedel-Crafts reactions.

Substituted trifluoroborates are alternatives to boronic acids in C-C bond forming (rhodium catalyzed) and Suzuki reactions. These salts are stable in air and water. They are excellent leaving groups. They usually don't require adding either additional ligands or base for cross coupling. They do not form cyclic anhydrides which boronic acids do readily. Alkyl triflates are very sensitive to nucleophiles ( S_N2 reactions), they must be stored in dried conditions without water.

SALES SPECIFICATION

APPEARANCE

clear liquid

ASSAY

99.0% min

COLOUR

150max

WATER

0.1% max

CHLORIDES

20ppm max

FLUORIDES

20ppm max

SULPHATES 0.5% max

TRANSPORTATION

PACKING

HAZARD CLASS

8 (Packing Group: II)

UN NO.

3265

OTHER INFORMATION

Hazard Symbols: C, Risk Phrases: 35, Safety Phrases:25-36/37/39-45

PRICES

Triflic acid: U$1,400.- (5kgs)
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