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| CAS No.: | 358-23-6 |
|---|---|
| Name: | Methanesulfonicacid, 1,1,1-trifluoro-, 1,1'-anhydride |
| Article Data: | 47 |
| Cas Database | |
| Molecular Structure: | |
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|
|
| Formula: | C2F6O5S2 |
| Molecular Weight: | 282.141 |
| Synonyms: | Methanesulfonicacid, trifluoro-, anhydride (6CI,7CI,8CI,9CI);Perfluoromethanesulfonicanhydride;Tirflic anhydride;Triflate anhydride;Triflic acid anhydride;Triflic anhydride;Trifluoromethanesulfonic acid anhydride;Trifluoromethylsulfonic acid anhydride;Trifluoromethylsulfonic anhydride; |
| EINECS: | 206-616-8 |
| Density: | 1.976 g/cm3 |
| Melting Point: | -80 °C |
| Boiling Point: | 82.6 °C at 760 mmHg |
| Flash Point: | 81-83°C |
| Solubility: | reacts violently with water |
| Appearance: | clear colorless to light brown liquid |
| Hazard Symbols: |
 C
|
| Risk Codes: | 14-21/22-34-35 |
| Safety: | 26-36/37/39-43-45-8 |
| Transport Information: | UN 3265 8/PG 2 |
| PSA: | 94.27000 |
| LogP: | 2.86380 |
| Conditions | Yield |
|---|---|
| With phosphorus pentoxide at 40 - 90℃; Concentration; Temperature; Industrial scale; | 96.1% |
| With phosphorus pentoxide at 90℃; Temperature; Large scale; | 96.1% |
| With α,α,α-trichloro-o-toluic chloride at 115 - 140℃; for 3.08h; Product distribution / selectivity; | 91.4% |
chloroform
Chlorine(I) trifluoromethanesulfonate
A
trifluorormethanesulfonic acid
B
trifluoromethylsulfonic anhydride
| Conditions | Yield |
|---|---|
| at 22℃; for 1h; | A n/a B 92% |
methyl 3,5-di-O-benzoyl-2,6-dideoxy-2-iodo-β-D-altrofuranoside
trifluoromethylsulfonic anhydride
| Conditions | Yield |
|---|---|
| With azobisisobutyronitrile; tri-n-butyl-tin hydride In toluene for 4h; Heating; | 90% |
silver trifluoromethanesulfonate
A
iodotrifluoromethane
B
trifluoromethylsulfonic anhydride
| Conditions | Yield |
|---|---|
| at higher temp.; | A 0.5% B n/a |
trichlorofluoromethane
Chlorine(I) trifluoromethanesulfonate
A
trifluoromethylsulfonic anhydride
B
Trifluoro-methanesulfonic acid dichloro-fluoro-methyl ester
| Conditions | Yield |
|---|---|
| at -78 - 22℃; for 15h; | A 0.2% B 4.4 mmol |
Dichlorodifluoromethane
Chlorine(I) trifluoromethanesulfonate
A
Carbonyl fluoride
B
trifluoromethylsulfonic anhydride
C
perfluorochloromethyl trifluoromethanesulfonate
D
difluoromethyl bis(trifluoromethanesulfonate)
| Conditions | Yield |
|---|---|
| at -60 - 22℃; for 15h; Further byproducts given; | A 0.8 mmol B 0.8 mmol C 1.0 mmol D 0.1 mmol |
Dichlorodifluoromethane
Bromine(I) trifluoromethanesulfonate
A
trifluoromethylsulfonic anhydride
B
trifluoromethyl trifluoromethanesulfonate
C
perfluorochloromethyl trifluoromethanesulfonate
D
difluoromethyl bis(trifluoromethanesulfonate)
| Conditions | Yield |
|---|---|
| at -111 - -50℃; for 15h; Further byproducts given; | A 0.6 mmol B 0.7 mmol C 0.6 mmol D 0.12 mmol |
trichlorofluoromethane
Chlorine(I) trifluoromethanesulfonate
A
trifluoromethylsulfonic anhydride
B
fluoroformyl trifluoromethanesulfonate
| Conditions | Yield |
|---|---|
| at -78 - 22℃; for 24h; |
dibromodifluoromethane
Chlorine(I) trifluoromethanesulfonate
A
Carbonyl fluoride
B
trifluoromethylsulfonic anhydride
C
perfluorobromomethyl trifluoromethanesulfonate
| Conditions | Yield |
|---|---|
| In Dichlorodifluoromethane at -160℃; for 1h; | A 1.2 mmol B 0.6 mmol C 2.0 mmol |
dibromodifluoromethane
Bromine(I) trifluoromethanesulfonate
A
trifluoromethylsulfonic anhydride
B
trifluoromethyl trifluoromethanesulfonate
C
perfluorobromomethyl trifluoromethanesulfonate
D
difluoromethyl bis(trifluoromethanesulfonate)
| Conditions | Yield |
|---|---|
| at -111 - -60℃; for 24h; Further byproducts given; | A 0.35 mmol B 0.4 mmol C 0.7 mmol D 0.7 mmol |
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The Trifluoromethanesulfonic anhydride, with its CAS registry number 358-23-6, has its IUPAC name of trifluoromethylsulfonyl trifluoromethanesulfonate. For being a kind of clear colorless to light brown liquid, it is sensitive to moisture and it could react violently with water. Besides, its product categories are including pharmacetical; Organic Fluorides. As to its usage, it is known to one of the strongest organic acids, which is widely used in pharmaceutical, chemical and other industries.
The physical properties of this chemical are as below: (1)ACD/LogP: 2.12; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.12; (4)ACD/LogD (pH 7.4): 2.12; (5)ACD/BCF (pH 5.5): 24.01; (6)ACD/BCF (pH 7.4): 24.01; (7)ACD/KOC (pH 5.5): 338.59; (8)ACD/KOC (pH 7.4): 338.59; (9)#H bond acceptors: 5; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 94.27; (13)Index of Refraction: 1.358; (14)Molar Refractivity: 31.41 cm3; (15)Molar Volume: 142.7 cm3; (16)Polarizability: 12.45×10-24 cm3; (17)Surface Tension: 34.1 dyne/cm; (18)Density: 1.976 g/cm3; (19)Enthalpy of Vaporization: 30.98 kJ/mol; (20)Boiling Point: 82.6 °C at 760 mmHg; (21)Vapour Pressure: 86.8 mmHg at 25°C; (22)Exact Mass: 281.909134; (23)MonoIsotopic Mass: 281.909134; (24)Topological Polar Surface Area: 94.3; (25)Heavy Atom Count: 15; (26)Complexity: 370.
Use of this chemical: trifluoro-methanesulfonic acid could react to produce trifluoromethanesulfonic anhydride. This reaction could happen in the presence of the reagent of P2O5.
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Production method of this chemical: tetrahydrofuran could react with trifluoromethanesulfonic anhydride to produce 1,4-bis-trifluoromethanesulfonyloxy-butane. This reaction could react in the presence of the solvent of CH2Cl2.
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When you are dealing with this chemical, you should be very careful. For being corrosive, this chemical may destroy living tissue on contact and it will be very dangerous if by inhalation and in contact with skin. Besides, it may causes severe burns. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. If in case of contact with eyes, rinse immediately with plenty of water and seek medical advice, and if in case of fire use ... (indicate in the space the precise type of fire-fighting equipment. If water increases the risk add - Never use water). And then if in case of accident or if you feel unwell seek medical advice immediately (show the label where possible). When you need to store it, keep this container dry.
In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: C(F)(F)(F)S(=O)(=O)OS(=O)(=O)C(F)(F)F
(2)InChI: InChI=1S/C2F6O5S2/c3-1(4,5)14(9,10)13-15(11,12)2(6,7)8
(3)InChIKey: WJKHJLXJJJATHN-UHFFFAOYSA-N
