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Trifluoromethanesulfonic acid

Description Chemical Properties Preparation Uses Reactions
Trifluoromethanesulfonic acid
Trifluoromethanesulfonic acid structure
CAS No.
1493-13-6
Chemical Name:
Trifluoromethanesulfonic acid
Synonyms
TFOH;TFMSA;FC-24;PFC-MS;triflic;TRIFLIC;Triflate;Trimsylate;Trimesylate;100KGS/DRUM
CBNumber:
CB7247316
Molecular Formula:
CHF3O3S
Formula Weight:
150.0770496
MOL File:
1493-13-6.mol

Trifluoromethanesulfonic acid Properties

Melting point:
-40 °C
Boiling point:
162 °C(lit.)
Density 
1.696 g/mL at 25 °C(lit.)
vapor density 
5.2 (vs air)
vapor pressure 
8 mm Hg ( 25 °C)
refractive index 
n20/D 1.327(lit.)
RTECS 
PB2771000
Flash point:
None
storage temp. 
−20°C
solubility 
Miscible in H<sub>2</sub>O
pka
-14(at 25℃)
form 
Fuming Liquid
color 
slightly brown
Specific Gravity
1.696
PH
<1 (H2O)
Water Solubility 
SOLUBLE
Sensitive 
Hygroscopic
Merck 
14,9676
BRN 
1812100
Stability:
Stable. Incompatible with acids, alkalis, metals.
InChIKey
ITMCEJHCFYSIIV-UHFFFAOYSA-N
CAS DataBase Reference
1493-13-6(CAS DataBase Reference)
FDA 21 CFR
173.395
Substances Added to Food (formerly EAFUS)
TRIFLUOROMETHANE SULFONIC ACID
EWG's Food Scores
2
FDA UNII
JE2SY203E8
NIST Chemistry Reference
CF3SO3H(1493-13-6)
EPA Substance Registry System
Methanesulfonic acid, trifluoro- (1493-13-6)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS05,GHS07
Signal word  Danger
Hazard statements  H302+H312-H314-H302-H318-H335-H402-H412
Precautionary statements  P280-P305+P351+P338-P310-P260h-P301+P330+P331-P303+P361+P353-P405-P501a
Hazard Codes  C
Risk Statements  21/22-35-10
Safety Statements  26-36/37/39-45
RIDADR  UN 3265 8/PG 2
WGK Germany  2
3-10
Hazard Note  Corrosive/Hygroscopic
TSCA  Yes
HazardClass  8
PackingGroup  II
HS Code  29049020
Toxicity LD50 orally in Rabbit: 1605 mg/kg LD50 dermal Rat > 2000 mg/kg
NFPA 704
0
3 1

Trifluoromethanesulfonic acid price More Price(19)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 158534 Trifluoromethanesulfonic acid reagent grade, 98% 1493-13-6 10g $29.3 2019-12-02 Buy
Sigma-Aldrich 158534 Trifluoromethanesulfonic acid reagent grade, 98% 1493-13-6 50g $89.3 2019-12-02 Buy
TCI Chemical T0751 Trifluoromethanesulfonic Acid >98.0%(T) 1493-13-6 10g $27 2020-06-24 Buy
TCI Chemical T0751 Trifluoromethanesulfonic Acid >98.0%(T) 1493-13-6 25g $44 2020-06-24 Buy
Alfa Aesar A10173 Trifluoromethanesulfonic acid 98+% 1493-13-6 50g $78.6 2020-06-24 Buy

Trifluoromethanesulfonic acid Chemical Properties,Uses,Production

Description

Trifluoromethanesulfonic acid, also known as triflic acid, TFMS, TFSA, HOTf or TfOH, is a sulfonic acid with the chemical formula CF3SO3H. It is often regarded as one of the strongest acids, and is one of a number of so-called "superacids". it is used in the manufacture of pharmaceuticals, agricultural chemicals and polymers. The anhydrous form is widely used in fine chemical synthesis. It is non-oxidizing, has a high thermal stability, and is resistance to both oxidation and reduction, which makes it one of the more useful compounds in the super acids class. In the pharma industry, it is used to make a number of drug classes, including nucleosides, antibiotics, steroids, proteins and glycosides. Triflic anhydride reacts readily with water and has an unfavorable toxicity profile.

Chemical Properties

Trifluoromethanesulfonic acid is a hygroscopic, colorless liquid at room temperature. It is soluble in polar solvents such as dimethylformamide (DMF), dimethyl sulfoxide (DMSO), acetonitrile, and dimethyl sulfone. Addition of triflic acid to polar solvents can be dangerously exothermic.
Trifluoromethanesulfonic acid is widely used especially as a catalyst and a precursor in organic chemistry. With an Ka = 8. 0 1014 (pKa ~ -15) mol/kg, HOTf qualifies as a superacid. Triflic acid owes many of its useful properties to its great thermal and chemical stability. Both the acid and its conjugate base CF3SO3-, known as triflate, resist oxidation/reduction reactions, whereas many strong acids are oxidizing, e. g. HClO4 and HNO3. The triflate anion is immune to attack by even strong nucleophiles. Because of its resistance to oxidation and reduction, triflic acid is a very useful and versatile reagent. Further recommending its use, triflic acid does not sulfonate substrates, which can be a problem with sulfuric acid, fluorosulfuric acid, and chlorosulfonic acid. Below is a prototypical sulfonation, which HOTf does not undergo: C6H6 + H2SO4 → C6H5(SO3H) + H2O.

Preparation

Yellow-brown liquid. The boiling point is 167~170 ℃.The refractive index is 1.331.The relative density is 1.708.It is the strongest organic acids, easily soluble in water.Use carbon disulfide as raw material, with the reaction of iodine pentafluoride to produce trifluoromethyl disulfide.(CF3S) 2Hg was obtained when reacting with mercury; Then through oxidation of hydrogen oxide, trifluoromethanesulfonic acid is acquired.

Uses

Reactions

Trifluoromethanesulfonic acid acts as a catalyst for esterification reactions and an acidic titrant in nonaqueous acid-base titration. It is useful in protonations due to the presence of conjugate base triflate is non nucleophilic. It serves as a deglycosylation agent for glycoproteins. In addition, it is a precursor and a catalyst in organic chemistry. It reacts with acyl halides to prepare mixed triflate anhydrides, which are strong acylating agents used in Friedel-Crafts reactions. It acts as a key starting material for the preparation of ethers and olefins by reacting with alcohols as well as to prepare trifluoromethanesulfonic anhydride by dehydration reaction.
Reaction in the presence of a nitrile provides a route to sterically hindered 2,4,6-trisubstituted pyrimidines
Catalyst used in the production of cocoa butter substitute from palm oil. This is a very similar reaction to what would be done if one wanted to create polymers using triflic acid in the synthesis. Other Friedel-Crafts type reactions using triflic acid include cracking of alkanes and alkylation of alkenes which are very important to the petroleum industry. These triflic acid derivative catalysts are very effective in isomerizing straight chain or slightly branched hydrocarbons that can increase the octane rating of a particular petroleum based fuel.

Chemical Properties

Clear very light yellow liquid

Uses

Acid catalyst for the industry, Intermediate for liquid crystals, Pharmaceuticals intermediates, Intermediate for organic synthesis. One of the strongest available monoprotic acids.

Uses

As a catalyst in Friedel-Crafts type acylation, alkylation and polymerization reactions; as a solvent for ESR; as a nonaqueous strong acid titrant; with trifluoroacetic acid, q.v., in solid-phase peptide synthesis.

Definition

ChEBI: A one-carbon compound that is methanesulfonic acid in which the hydrogens attached to the methyl carbon have been replaced by fluorines.

Safety Profile

A corrosive irritant to the skin, eyes, and mucous membranes. A strong acid. Violent reaction with acyl chlorides or aromatic hydrocarbons evolves toxic hydrogen chloride gas. When heated to decomposition it emits toxic fumes of Fand SOx. See also FLUORIDES.

Trifluoromethanesulfonic acid Preparation Products And Raw materials

Raw materials

Preparation Products


Trifluoromethanesulfonic acid Suppliers

Global( 421)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Dalian Richfortune Chemicals Co., Ltd
0411-84820922
86-411-84821380 sales@richfortunechem.com;sales@richfortunechem.com China 338 57
Hubei Jusheng Technology Co.,Ltd.
86-18871470254
027-59599243 linda@hubeijusheng.com CHINA 28231 58
Richest Group Ltd
18017061086
oled@richest-group.com CHINA 5604 58
Capot Chemical Co.,Ltd.
+86(0)13336195806 +86-571-85586718
+86-571-85864795 sales@capotchem.com China 19929 60
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 21837 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22625 55
Shanghai Time Chemicals CO., Ltd.
+86-021-57951555
+86-021-57951555 jack.li@time-chemicals.com CHINA 1365 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070
product@chemlin.com.cn CHINA 3014 60
Fluoropharm Co., Ltd.
+8613336034509
sales@fluoropharm.com CHINA 893 60
Jiangsu Qingquan Chemical Co., Ltd.
+86-571-86589381/86589382/86589383
lyy@qqpharm.com sales1@qqpharm.com CHINA 154 55

View Lastest Price from Trifluoromethanesulfonic acid manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2020-05-08 Trifluoromethanesulfonic acid
1493-13-6
US $60.00 / g 10g 99.8% 10tons Hebei shuoxi biotechnology co. LTD
2019-08-05 Trifluoromethanesulfonic acid
1493-13-6
US $1.00 / KG 1KG 95-99% 100kg/week career henan chemical co
2018-08-17 Trifluoromethanesulfonic acid
1493-13-6
US $1.00 / KG 1G 98% 100KG career henan chemical co

Trifluoromethanesulfonic acid Spectrum


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