8.21166
Trifluoromethanesulfonic acid
for synthesis
Sinónimos:
Trifluoromethanesulfonic acid, Triflic acid, TFMS
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Fórmula empírica (notación de Hill):
CHF3O3S
Número CAS:
Peso molecular:
150.08
UNSPSC Code:
12352106
EC Index Number:
216-087-5
NACRES:
NA.22
MDL number:
Form:
liquid
Grade:
synthesis grade
Servicio técnico
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Permítanos ayudarlegrade
synthesis grade
Quality Segment
vapor pressure
10 hPa ( 55 °C)
form
liquid
potency
1605 mg/kg LD50, oral (Rat), >2000 mg/kg LD50, skin (Rat)
pH
<1 ( in H2O)
bp
162 °C/1013 hPa
density
1.71 g/cm3 at 20 °C
storage temp.
2-30°C
SMILES string
[Ba+2].FC(F)(F)[S](=O)(=O)[O-].FC(F)(F)[S](=O)(=O)[O-]
InChI
1S/2CHF3O3S.Ba/c2*2-1(3,4)8(5,6)7;/h2*(H,5,6,7);/q;;+2/p-2
InChI key
DXJURUJRANOYMX-UHFFFAOYSA-L
General description
Trifluoromethanesulfonic acid (also known as Triflic acid, TFMSA or TfOH) is an organic acid that is commonly used as a reagent in organic synthesis due to its strong Bronsted acidity, finding applications in catalysis, N-protection, dehydration, activation, and addition reactions., TFMSA is also used for global deprotection and cleavage in Boc SPPS.
Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Boc SPPS
Literature references:
[1] L. R. Subramanian, et al. (2001) Encyclopedia of Reagents for Organic Synthesis.
[2] R. D. Howells & J. D. Mc Cown JD (1977) Chem. Rev., 77, 69.
[3] J. Stewart, J. Young in “Solid Phase Peptide Synthesis”, Pierce Chemical Company, Rockford, 1984.
Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Boc SPPS
Literature references:
[1] L. R. Subramanian, et al. (2001) Encyclopedia of Reagents for Organic Synthesis.
[2] R. D. Howells & J. D. Mc Cown JD (1977) Chem. Rev., 77, 69.
[3] J. Stewart, J. Young in “Solid Phase Peptide Synthesis”, Pierce Chemical Company, Rockford, 1984.
Application
Recent applications of trifluoromethanesulfonic acid include:
- A dehydrating agent for the conversion of secondary alcohols to alkene, or the preparation of anhydrides from carboxylic acids.
- An acid catalyst in the synthesis of carbohydrates and glycosides.
- An activating agent for the activation of carboxylic acids and can be used for the synthesis of carboxylic acid derivatives such as esters, amides, and anhydrides.
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Danger
Hazard Classifications
Acute Tox. 4 Oral - Met. Corr. 1 - Skin Corr. 1B - STOT SE 3
target_organs
Respiratory system
wgk
WGK 1
hcodes
Clase de almacenamiento
8B - Non-combustible corrosive hazardous materials
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