PERFLUOROMETHANESULFONIC ACID
Trifluoromethanesulfonic acid
CAS: 1493-13-6
Molecular Formula: CHF3O3S
PERFLUOROMETHANESULFONIC ACID - Names and Identifiers
| Name | Trifluoromethanesulfonic acid |
| Synonyms | FC-24 PFC-MS Triflate Triflic acid Fluorad FC-24 trifluoromethanesulfonic trifluoro-methanesulfonicaci PERFLUOROMETHANESULFONIC ACID Trifluoromethanesulfonic acid Trifluoromethane sulfonic acid TRIFLUOROMETHANESULPHONIC ACID Trifluoromethanesulphonic acid Methanesulfonic acid, trifluoro- |
| CAS | 1493-13-6 |
| EINECS | 216-087-5 |
| InChI | InChI=1/CHF3.H2O3S/c2-1(3)4;1-4(2)3/h1H;4H,(H,1,2,3) |
| InChIKey | ITMCEJHCFYSIIV-UHFFFAOYSA-N |
PERFLUOROMETHANESULFONIC ACID - Physico-chemical Properties
| Molecular Formula | CHF3O3S |
| Molar Mass | 150.08 |
| Density | 1.696 g/mL at 25 °C (lit.) |
| Melting Point | -40 °C |
| Boling Point | 162 °C (lit.) |
| Flash Point | None |
| Water Solubility | SOLUBLE |
| Solubility | Soluble in water, DMSO, DMF, and acetonitrile. |
| Vapor Presure | 8 mm Hg ( 25 °C) |
| Vapor Density | 5.2 (vs air) |
| Appearance | Bright yellow liquid |
| Specific Gravity | 1.696 |
| Color | slightly brown |
| Merck | 14,9676 |
| BRN | 1812100 |
| pKa | -14(at 25℃) |
| Storage Condition | Store below +30°C. |
| Stability | Stable. Incompatible with acids, alkalis, metals. |
| Sensitive | Hygroscopic |
| Refractive Index | n20/D 1.327(lit.) |
| MDL | MFCD00007514 |
| Physical and Chemical Properties | When boron trifluoride (BF3), phosphorus pentafluoride, arsenic pentafluoride and other strong Lewis acids are dissolved, stable complex acids are generated: H[CF3SO3BF3], H[CF3SO3PF5], H[CF3SO3AsF5] is thus more acidic. Trifluoromethanesulfonic acid (TfOH) emits smoke in the air and easily absorbs water to form monohydrate. Very soluble in water, melt water release a lot of heat, hydrolysis of trifluoromethane (CHF3) and sulfuric acid. Trifluoromethanesulfonic acid (TfOH) reacts with phosphorus pentoxide under heating to give trifluoromethanesulfonic anhydride (similarly, concentrated sulfuric acid reacts with phosphorus pentoxide to give sulfur trioxide). |
| Use | For Organic synthesis |
PERFLUOROMETHANESULFONIC ACID - Risk and Safety
| Hazard Symbols | C - Corrosive |
| Risk Codes | R21/22 - Harmful in contact with skin and if swallowed. R35 - Causes severe burns R10 - Flammable |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
| UN IDs | UN 3265 8/PG 2 |
| WGK Germany | 2 |
| RTECS | PB2771000 |
| FLUKA BRAND F CODES | 3-10 |
| TSCA | Yes |
| HS Code | 29049020 |
| Hazard Note | Corrosive/Hygroscopic |
| Hazard Class | 8 |
| Packing Group | II |
| Toxicity | LD50 orally in Rabbit: 1605 mg/kg LD50 dermal Rat > 2000 mg/kg |
PERFLUOROMETHANESULFONIC ACID - Reference Information
| update date: | 2022/11/11 19:50:47 |
| LogP | 0.3 at 25℃ |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| introduction | trifluoromethanesulfonic acid, as one of the super acids, is extremely stable to redox and can be used as a catalyst for polymerization, esterification, coagulation, dehydration and other reactions. it is widely used in plastic industry, fuel industry, pharmaceutical industry, synthesis of herbicides and growth regulators, synthesis of vitamins and sugar industry. |
| application | trifluoromethanesulfonic acid (TfOH), a strong organic acid, easily soluble in water, low toxicity, and widely used. it is one of the known super acids and a universal synthetic tool. It has strong corrosiveness and hygroscopicity. It is widely used in pharmaceutical, chemical and other industries. It has small dosage, strong acidity and stable properties. It can replace traditional sulfuric acid, hydrochloric acid and other traditional inorganic acids in many occasions, and play a role in optimizing and improving the process. |
| Production process | Using halogenated trifluoromethane as raw material, in a nitrogen-protected environment, zinc powder and tetrahydrofuran are added, and the trifluorobromomethane gas is introduced. Add catalytic amount to obtain elemental iodine, control the temperature reaction to obtain trifluoromethyl zinc halide reagent, add sulfur trioxide to continue the reaction to generate halogenated zinc trifluoromethanesulfonate, add the reaction solution to the lye to neutralize, and evaporate the filtr, the solid sodium trifluoromethanesulfonate salt was obtained, and then acidified and rectified to obtain trifluoromethanesulfonic acid (TfOH). |
| preparation method | yellow-brown liquid. Boiling point 167~170 ℃. 1.331 refractive index. Relative density 1.708. It is the strongest organic acid and is easily soluble in water. Using carbon disulfide as raw material, it reacts with iodine pentafluoride to form trifluoromethyl disulfide. Reacts with mercury to obtain trifluoromethyl mercury (CF3S)2Hg, which is oxidized by hydrogen peroxide to obtain trifluoromethanesulfonic acid. |
| Uses | Used in organic synthesis It has a wide range of uses. It is the strongest organic acid known and a universal synthesis tool. It is highly corrosive and hygroscopic, and is widely used in pharmaceutical, chemical and other industries. Such as nucleosides, antibiotics, steroids, proteins, carbohydrates, vitamin synthesis, silicone rubber modification, etc. Catalyst for isomerization and alkylation. Preparation of 2, 3-dihydro-2-indanone and tetrahydronaphthone. Remove glycosides from glycoproteins. |
Last Update：2024-04-10 22:29:15
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View History
PERFLUOROMETHANESULFONIC ACID
beta-丙氨酸甲酯盐酸盐
6-甲基-5-硝基脲嘧啶
(1-甲基-3-三氟甲基-1H-吡唑-4-基)甲胺
2-甲氧基吡啶-3-甲醛
顺-4-羟基环己甲酸
1,4-Dimethyl-cyclohexanecarboxylic acid methyl ester
2-苯甲酰丙二酸二乙酯
三硫化[二]烯丙基
3-(5-甲酰基噻吩-2-基)苯甲酸
beta-丙氨酸甲酯盐酸盐
6-甲基-5-硝基脲嘧啶
(1-甲基-3-三氟甲基-1H-吡唑-4-基)甲胺
2-甲氧基吡啶-3-甲醛
顺-4-羟基环己甲酸
1,4-Dimethyl-cyclohexanecarboxylic acid methyl ester
2-苯甲酰丙二酸二乙酯
三硫化[二]烯丙基
3-(5-甲酰基噻吩-2-基)苯甲酸