Trifluoromethanesulfonamide Chemical Properties

Melting point:

120-124 °C(lit.)

Boiling point:

164.6±45.0 °C(Predicted)

Density 

1.730±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

6.37±0.60(Predicted)

color 

Off-White

Water Solubility 

Soluble in water.

BRN 

1812099

InChI

InChI=1S/CH2F3NO2S/c2-1(3,4)8(5,6)7/h(H2,5,6,7)

InChIKey

KAKQVSNHTBLJCH-UHFFFAOYSA-N

SMILES

C(F)(F)(F)S(N)(=O)=O

CAS DataBase Reference

421-85-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36/37/38

Safety Statements 

26

WGK Germany 

3

Hazard Note 

Harmful

HS Code 

29350090

Storage Class

11 - Combustible Solids

Hazard Classifications

Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Trifluoromethanesulfonamide Usage And Synthesis

Reaction

Trifluoromethanesulfonamide can react with paraformaldehyde in sulfuric acid to give open chain and cyclic condensation products, or in ethyl acetate to give oxy-methylated products.

Chemical Properties

White to off-white solid

Uses

Trifluoromethanesulfonamide is used as an intermediate in synthetic chemistry. It is used in the preparation of specific inhibitors of mammalian secreted phospholipases A2. It is also involved in the synthesis of ecicosanoids.

Application

It is known that benzylamine-type trifluoromethanesulfonamide derivatives such as N-benzyltrifluoromethanesulfonamide and the like and trifluoromethanesulfonamide derivatives having a condensed heterocyclic ring structure have herbicidal activity so that they are used as a herbicide.

Agricultural Uses

Depending on the dosage, timing of treatment, and sorghum genotype, Trifluoromethanesulfonamide (TFMSA) caused different degrees of male sterility under greenhouse conditions. In one study by Jwala Pranati and colleagues^[1], higher success was observed in all the six crosses developed using TFMSA at booting stage (7–9 days prior to panicle emergence) treated with 10 mg of TFMSA, which fits the need for efficient emasculation and generating breeding populations.

Synthesis

15.39 trifluoromethanesulfonyl chloride dissolved in 103 g of anhydrous isopropyl ether is charged to a reactor. The medium is cooled to 5 °C. and the ammonia is added slowly over 2 hours. After 5 hours of stirring at 5° C., 24.8 g of water are added to dissolve the salts. The medium is then acidified by adding 20.7 g of a 36% aqueous hydrochloric acid solution.   
After a further addition of 13 g of water, the phases are separated. The aqueous phase is washed with 50 g of isopropyl ether. The organic phases are combined and the solvent is removed under reduced pressure.
10.15 g of a white solid of trifluoromethanesulfonamide are thus obtained.

References

[1] Pranati, J., Joshi, P., Kudapa, H., Ingole, H. P., Panthulugiri, S., Vetriventhan, M., Ramya, K., Muqsith, S. A., Pannem, S., Vemula, A., Jadhav, Y., Sriswathi, M., Gupta, S. K., Mayes, S., Singh, K., & Sajja, S. (2026). Enhancing hybridization potential through standardizing emasculation techniques and molecular marker integration in finger millet (Eleusine coracana L.). Plant Methods. https://doi.org/10.1186/s13007-026-01522-9

Trifluoromethanesulfonamide(421-85-2)Related Product Information

• Trimethylsilyl trifluoromethanesulfonate
• Trifluoromethanesulfonic acid
• Trifluoromethanesulfonic anhydride
• Borane-trimethylamine complex
• (Trifluoromethyl)trimethylsilane
• Lambda Cyhalotric Acid
• Zinc trifluoromethanesulfonate
• (Trifluoromethylsulfonyloxy) copper(I)
• Iron(III) trifluoromethanesulfonate
• Ethyl trifluoromethanesulfonate
• TIN(II) TRIFLUOROMETHANESULFONATE
• MAGNESIUM TRIFLUOROMETHANESULFONATE
• YTTERBIUM(III) TRIFLUOROMETHANESULFONATE HYDRATE
• YTTRIUM(III) TRIFLUOROMETHANESULFONATE
• SAMARIUM(III) TRIFLUOROMETHANESULFONATE
• INDIUM(III) TRIFLUOROMETHANESULFONATE
• EUROPIUM TRIFLUOROMETHANESULFONATE
• NaOTf