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等级
for synthesis
质量水平
蒸汽压
10 hPa ( 55 °C)
表单
liquid
效能
1605 mg/kg LD50, oral (Rat)
>2000 mg/kg LD50, skin (Rat)
pH值（酸碱度）
<1 ( in H2O)
沸点
162 °C/1013 hPa
密度
1.71 g/cm3 at 20 °C
储存温度
2-30°C
SMILES字符串
[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
一般描述
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.[1],[2] TFMSA is also used for global deprotection and cleavage in Boc SPPS.[3]
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.
应用
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.[4]
- An acid catalyst in the synthesis of carbohydrates and glycosides.[5]
- 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.[6]
警示用语：
Danger
危险分类
Acute Tox. 4 Oral - Met. Corr. 1 - Skin Corr. 1B - STOT SE 3
靶器官
Respiratory system
储存分类代码
8A - Combustible, corrosive hazardous materials
WGK
WGK 1
闪点(°F)
332.1 °F - Pensky-Martens closed cup
闪点(°C)
> 166.7 °C - Pensky-Martens closed cup
Trifluoromethanesulfonic acid and derivatives
R. D. Howells & J. D. Mc Cown JD
Chemical Reviews, 77, 69-69 (1977)
Highly efficient p-toluenesulfonic acid-catalyzed alcohol addition or hydration of unsymmetrical arylalkynes
Olivi N, et al.
Synlett, 2004, 2175-2179 (2004)
Solid Phase Peptide Synthesis, Pierce Chemical Company, Rockford, 1984.
J. Stewart, J. Young
Solid Phase Peptide Synthesis (1984)
Effect of Lewis acid on catalytic dehydration of a chitin-derived sugar alcohol
Sagawa T, et al.
Molecular Catalysis, 111282-111282 (2020)
1,2-Cis Selective Glycosylation with Glycosyl Fluoride by Using a Catalytic Amount of Trifluoromethanesulfonic Acid (TfOH) in the Coexistence of Molecular Sieve 5? (MS5?)
Jona H, et al.
Chemistry Letters (Jpn), 29, 1278-1279 (2000)
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