Description Chemical Properties Preparation Uses Reactions
ChemicalBook > CAS DataBase List > Trifluoromethanesulfonic acid

Trifluoromethanesulfonic acid

Description Chemical Properties Preparation Uses Reactions
Product Name
Trifluoromethanesulfonic acid
CAS No.
1493-13-6
Chemical Name
Trifluoromethanesulfonic acid
Synonyms
TFOH;TRIFLIC ACID;Triflate;TFMSA;trifluoromethanesulfonic;triflic;Trifluoromethanesulf;TRIFLUOROMETHANESULPHONIC ACID;PFC-MS;TRIFLUOROMETHYLSULFONIC ACID
CBNumber
CB7247316
Molecular Formula
CHF3O3S
Formula Weight
150.08
MOL File
1493-13-6.mol
More
Less

Trifluoromethanesulfonic acid Property

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. 
Store below +30°C.
solubility 
Miscible in H<sub>2</sub>O
pka
-14(at 25℃)
form 
Fuming Liquid
Specific Gravity
1.696
color 
slightly brown
PH
<1 (H2O)
Water Solubility 
SOLUBLE
Sensitive 
Hygroscopic
Merck 
14,9676
BRN 
1812100
Stability:
Stable. Incompatible with acids, alkalis, metals.
InChIKey
ITMCEJHCFYSIIV-UHFFFAOYSA-N
LogP
0.3 at 25℃
CAS DataBase Reference
1493-13-6(CAS DataBase Reference)
NIST Chemistry Reference
CF3SO3H(1493-13-6)
EPA Substance Registry System
Methanesulfonic acid, trifluoro- (1493-13-6)
More
Less

Safety

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
F 
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
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H290May be corrosive to metals

H302Harmful if swallowed

H314Causes severe skin burns and eye damage

H335May cause respiratory irritation

Precautionary statements

P234Keep only in original container.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.21166
Product name
Trifluoromethanesulfonic acid
Purity
for synthesis
Packaging
25mL
Price
$140
Updated
2024/03/01
Sigma-Aldrich
Product number
8.21166
Product name
Trifluoromethanesulfonic acid
Purity
for synthesis
Packaging
100mL
Price
$300
Updated
2024/03/01
Sigma-Aldrich
Product number
8.21166
Product name
Trifluoromethanesulfonic acid
Purity
for synthesis
Packaging
1L
Price
$741
Updated
2024/03/01
Sigma-Aldrich
Product number
158534
Product name
Trifluoromethanesulfonic acid
Purity
reagent grade, 98%
Packaging
10g
Price
$39.2
Updated
2024/03/01
Sigma-Aldrich
Product number
158534
Product name
Trifluoromethanesulfonic acid
Purity
reagent grade, 98%
Packaging
50g
Price
$114
Updated
2024/03/01
More
Less

Trifluoromethanesulfonic acid Chemical Properties,Usage,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

  • It is used for organic synthesis, widely used in pharmaceutical and chemical industries, such as nucleosides, antibiotics, steroids, protein, sugar, vitamins synthesis, silicone rubber modification.
  • Isomerization and alkylation of the catalyst, the preparation of 2, 3-dihydro-2-indanone, tetralone, glycosides in the removal of glycoproteins.

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.

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.

Uses

Trifluoromethanesulfonic acid acts 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. One of the strongest available monoprotic acids.

Definition

ChEBI: Trifluoromethanesulfonic acid is a one-carbon compound that is methanesulfonic acid in which the hydrogens attached to the methyl carbon have been replaced by fluorines. It is a one-carbon compound and a perfluoroalkanesulfonic acid. It is a conjugate acid of a triflate.

General Description

Trifluoromethanesulfonic acid is a strong organic acid. It can be prepared by reacting bis(trifluoromethylthio)mercury with H2O2. On mixing with HNO3, it affords a nitrating reagent (a nitronium salt). This reagent is useful for the nitration of aromatic compounds. Its dissociation in various organic solvents has been studied.

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

4-NITROQUINOLINE N-OXIDE 2,6-Di-tert-butyl-4-methylpyridine DIBUTYLBORON TRIFLUOROMETHANESULFONATE 4-Bromo-7-azaindole Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester Trifluoromethanesulfonic anhydride Glycerides, C10-18 Lanthanum trifluoromethanesulfonate 2,2-BIS(4-CARBOXYPHENYL)HEXAFLUOROPROPANE Zinc trifluoromethanesulfonate COPPER(II) TRIFLUOROMETHANESULFONATE Methyl trifluoromethanesulfonate
More
Less

Trifluoromethanesulfonic acid Suppliers

Belgium 4 Brazil 1 Canada 1 China 531 Europe 5 France 4 Germany 13 India 43 Ireland 1 Italy 2 Japan 15 Poland 1 Russia 3 Slovakia 1 South Korea 3 Switzerland 2 Ukraine 1 United Kingdom 19 United States 65 Global 715
BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Country
United States
ProdList
14055
Advantage
65
HBCChem, Inc.
Tel
+1-510-219-6317
Fax
+1-650-486-1361
Email
sales@hbcchem.com
Country
United States
ProdList
10648
Advantage
60
BOC Sciences
Tel
16314854226; +16314854226
Email
inquiry@bocsci.com
Country
United States
ProdList
19741
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
United States Biological
Tel
--
Fax
--
Email
sales@advtechind.com
Country
United States
ProdList
6075
Advantage
58
Richman Chemical Inc
Tel
--
Fax
--
Email
clk@RichmanChemical.com
Country
United States
ProdList
238
Advantage
58
SynQuest Laboratories, Inc.,
Tel
--
Fax
--
Country
United States
ProdList
2301
Advantage
58
MilliporeSigma (Sigma-Aldrich Corp.)
Tel
--
Fax
--
Email
@sial.com
Country
United States
ProdList
5414
Advantage
58
Advance Research Chemicals Inc.,
Tel
--
Fax
--
Country
United States
ProdList
21
Advantage
58
Varsal LLC
Tel
--
Fax
--
Email
info@varsal.com
Country
United States
ProdList
11
Advantage
58
Redox Scientific
Tel
--
Fax
--
Email
info@redoxsci.com
Country
United States
ProdList
2380
Advantage
58
SynQuest Laboratories, Inc. (Part of Central Glass Co., Ltd.)
Tel
--
Fax
--
Email
nfo@synquestlabs.com
Country
United States
ProdList
1897
Advantage
58
GFS Chemicals, Inc
Tel
--
Fax
--
Country
United States
ProdList
265
Advantage
58
Wego Chemical Group
Tel
--
Fax
--
Email
sales@wegochem.com
Country
United States
ProdList
443
Advantage
58
GFS Chemicals, Inc.
Tel
--
Fax
--
Email
Development@gfschemicals.com
Country
United States
ProdList
338
Advantage
58
VWR International, LLC.
Tel
--
Fax
--
Email
@sargentwelch.com
Country
United States
ProdList
6262
Advantage
58
TCI America, Inc. (part of Tokyo Chemical Industry)
Tel
--
Fax
--
Email
Angelina.Crew@tcichemicals.com
Country
United States
ProdList
2053
Advantage
58
Jaytick Chemicals Inc.
Tel
--
Fax
--
Email
info@jaytick.com
Country
United States
ProdList
64
Advantage
58
Leonid Chemicals Private Limited
Tel
--
Fax
--
Email
careers@leonidchemicals.com
Country
United States
ProdList
1700
Advantage
43
Strem Chemicals, Inc.
Tel
--
Fax
--
Email
info@strem.com
Country
United States
ProdList
4910
Advantage
86
United States Biological
Tel
--
Fax
--
Email
chemicals@usbio.net
Country
United States
ProdList
6214
Advantage
80
Glentham Life Sciences Ltd
Tel
--
Fax
--
Email
info@glentham.com
Country
United States
ProdList
2026
Advantage
58
TCI America
Tel
--
Fax
--
Email
sales@tciamerica.com
Country
United States
ProdList
6909
Advantage
75
GFS Chemicals Inc
Tel
--
Fax
--
Email
service@gfschemicals.com
Country
United States
ProdList
2329
Advantage
58
SynQuest Laboratories, Inc.
Tel
--
Fax
--
Email
info@synquestlabs.com
Country
United States
ProdList
6871
Advantage
62
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
Frontier Scientific, Inc.
Tel
--
Fax
--
Email
sales@frontiersci.com
Country
United States
ProdList
6222
Advantage
86
Amber Synthetics, Amsyn Inc.
Tel
--
Fax
--
Email
mail@amsyn.com
Country
United States
ProdList
194
Advantage
46
Santa Cruz Biotechnology, Inc.
Tel
--
Fax
--
Email
scbt@scbt.com
Country
United States
ProdList
3597
Advantage
60
Richman Chemical Inc.
Tel
--
Fax
--
Email
kac@richmanchemical.com
Country
United States
ProdList
692
Advantage
67
Kingchem Inc.
Tel
--
Fax
--
Email
s.wang@kingchem.com
Country
United States
ProdList
757
Advantage
60
IOLITEC Ionic Liquids Technologies, Inc.
Tel
--
Fax
--
Email
info@iolitec-usa.com
Country
United States
ProdList
114
Advantage
50
Anvia Chemicals, LLC
Tel
--
Fax
--
Email
sales@anviachem.com
Country
United States
ProdList
3933
Advantage
0
Louston International
Tel
--
Fax
--
Email
sales@louston.com
Country
United States
ProdList
525
Advantage
58
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6962
Advantage
56
Waterstone Technology, LLC
Tel
--
Fax
--
Email
sales@waterstonetech.com
Country
United States
ProdList
6786
Advantage
30
Chem-Impex International, Inc.
Tel
--
Fax
--
Country
United States
ProdList
6730
Advantage
64
Beta Pharma, Inc.
Tel
--
Fax
--
Email
sales@betapharma.com
Country
United States
ProdList
6226
Advantage
60
Oakwood Products, Inc.
Tel
--
Fax
--
Email
sales@oakwoodchemical.com
Country
United States
ProdList
6193
Advantage
74
Narchem Corporation
Tel
--
Fax
--
Email
sales@narchem.com
Country
United States
ProdList
2813
Advantage
60
Ivy Fine Chemicals
Tel
--
Fax
--
Email
sales@ivychem.com
Country
United States
ProdList
6493
Advantage
58
AnsisChem
Tel
--
Fax
--
Country
United States
ProdList
409
Advantage
38
DuPont Specialty Colorants & Additives
Tel
--
Fax
--
Country
United States
ProdList
1186
Advantage
87
Advance Scientific & Chemical
Tel
--
Fax
--
Email
sales@advance-scientific.com
Country
United States
ProdList
6419
Advantage
71
2A PharmaChem USA
Tel
--
Fax
--
Email
sales@2apharmachem.com
Country
United States
ProdList
6137
Advantage
39
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6718
Advantage
47
AK Scientific, Inc.
Tel
--
Fax
--
Email
sales@aksci.com
Country
United States
ProdList
6347
Advantage
65
APAC Pharmaceutical, LLC
Tel
--
Fax
--
Email
sales@apacpharma.com
Country
United States
ProdList
6322
Advantage
38
Chemiplus Corporation
Tel
--
Fax
--
Email
okazaki@chemiplus.com
Country
United States
ProdList
3198
Advantage
38
Advanced Synthesis Technologies
Tel
--
Fax
--
Email
sales@advancedsynthesis.com
Country
United States
ProdList
4775
Advantage
61
More
Less

View Lastest Price from Trifluoromethanesulfonic acid manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Trifluoromethanesulfonic acid 1493-13-6
Price
US $50.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000kg/week
Release date
2024-05-20
Hebei Dangtong Import and export Co LTD
Product
Trifluoromethanesulfonic acid 1493-13-6
Price
US $58.00/kg
Min. Order
1000kg
Purity
99.99%
Supply Ability
100Tons
Release date
2023-03-17
Hebei Weibang Biotechnology Co., Ltd
Product
Trifluoromethanesulfonic acid 1493-13-6
Price
US $9.90/KG
Min. Order
1KG
Purity
99%
Supply Ability
5tons
Release date
2024-12-03

1493-13-6, Trifluoromethanesulfonic acidRelated Search:

Methyl trifluoromethanesulfonate Pefloxacin mesylate Citric acid (Trifluoromethoxy)benzene TRIFLUOROMETHANESULFONYL FLUORIDE Stearic acid Scandium trifluoromethanesulfonate Trifluoromethanesulfonic anhydride Cyhalothrin Hyaluronic acid Methanesulfonic acid Trifluoroacetic acid Benzotrifluoride Ethyl 2-(Chlorosulfonyl)acetate Folic acid Levofloxacin Methylate Sodium trifluoromethanesulfonate Stannous methanesulfonate Triflic Acid

  • Fluorad FC-24
  • Methanesulfonic acid, trifluoro-
  • trifluoromethanesulfonic
  • trifluoro-methanesulfonicaci
  • FC-24
  • PERFLUOROMETHANESULFONIC ACID
  • PFC-MS
  • TRIFLUOROMETHANESULPHONIC ACID
  • TRIFLUOROMETHANESULFONIC ACID
  • TRIFLIC ACID
  • TRIMESYLATE ACID
  • TRIFLUOROMETHYLSULFONIC ACID
  • TFMSA
  • Trifluoromethansulfonic acid
  • Trifluoromethanesulfonnic acid
  • Trifluoromethanesulphonic acid/Triflic acid
  • TRIFLUOROMETHANESULFONIC ACID, LOW FLUOR
  • TRIFLUOROMETHANESULFONIC ACID FREE ACID
  • TRIFLUOROMETHANESULFONIC ACID, REAGENTPLUS, >=99%
  • TRIFLUOROMETHANESULFONIC ACID 0,1 MOL/L IN ACETIC ACID
  • TRIFLUOROMETHANESULFONIC ACID REAGENT &
  • Triflate
  • Methanesulfonicacid, 1,1,1-trifluoro-
  • TrifluoroMethanesulfonic acid ReagentPlus(R), >=99%
  • Threefluoro Methanesulfonic acid
  • Three fluorine Mesylate
  • TFOH
  • Trifluoromethanesulfonic acid reagent grade, 98%
  • trifluromethanesulfonic acid
  • Trifluoromethane sulfonic acidReagent Grade, ≥ 99% (Titration)
  • 100KGS/DRUM
  • Trifluoromethanesulfonic acid, 99.5%
  • Triflic Acid (Trifluoromethane Sulfonic Acid)
  • triflic
  • TRIFLUOROMETHANESULFONIC ACID, 98%TRIFLUOROMETHANESULFONIC ACID, 98%TRIFLUOROMETHANESULFONIC ACID, 98%TRIFLUOROMETHANESULFONIC ACID, 98%
  • Triflic Acid(TfOH)
  • TriFluoroMethaneSulfonic Acid （TFMSA）
  • Trifluoromethanesulfonic acid, extra pure, 99%
  • Trifluoromethanesulfonicacid,99+%
  • trifluoromethanesulfonic acid solution
  • Trifluoromethanesulphonic acid 99%
  • Trifluoromethanesulphonicacid99%
  • Trifluoromethanesulfonic acid, 98+%
  • Trimethanesulfonoic acid
  • Trifluoromethanesulphonic acid, 98+%
  • Trimsylate
  • Trifluoromethanesulfonic acid, 99%, extra pure
  • Trimesylate
  • Ttrifluoromethanesulfonic acid ,99.5%
  • Trifluoromethanesulfonic acid,Triflic acid
  • Trifluoromethanesulf
  • TrifluoroMethanesulfonic acid, extra pure, 99% 10ML
  • TrifluoroMethanesulfonic acid, extra pure, 99% 1ML
  • TrifluoroMethanesulfonic acid, extra pure, 99% 50ML
  • Perfluoromethanesulfonic Acid Triflic Acid
  • CF3SO3H, triflic acid
  • TRIFLUOROMETHANESULFONIC ACID IN ANHYDRO
  • luoroMethanesulfonic acid