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358-23-6

358-23-6

Identification

  • Product Name:Methanesulfonicacid, 1,1,1-trifluoro-, 1,1'-anhydride

  • CAS Number: 358-23-6

  • EINECS:206-616-8

  • Molecular Weight:282.141

  • Molecular Formula: C2F6O5S2

  • HS Code:29049020

  • Mol File:358-23-6.mol

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;

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Safety information and MSDS view more

  • Pictogram(s):CorrosiveC

  • Hazard Codes:C

  • Signal Word:Danger

  • Hazard Statement:H302 Harmful if swallowedH314 Causes severe skin burns and eye damage

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

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  • Manufacture/Brand:TRC
  • Product Description:Trifluoromethanesulfonic anhydride
  • Packaging:250g
  • Price:$ 475
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:Trifluoromethanesulfonic anhydride
  • Packaging:25g
  • Price:$ 95
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  • Product Description:Trifluoromethanesulfonic anhydride
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Trifluoromethanesulfonic Anhydride >98.0%(T)
  • Packaging:10g
  • Price:$ 49
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Trifluoromethanesulfonic Anhydride >98.0%(T)
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  • Product Description:Trifluoromethanesulfonic Anhydride >98.0%(T)
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Trifluoromethanesulfonic anhydride - For bulk pricing, see 99%
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Trifluoromethanesulfonic anhydride - For bulk pricing, see 99%
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Trifluoromethanesulfonic anhydride - For bulk pricing, see 99%
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Trifluoromethanesulfonic anhydride - For bulk pricing, see 99%
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Relevant articles and documentsAll total 30 Articles be found

Dilithium bis[(perfluoroalkyl)sulfonyl]diimide salts as electrolytes for rechargeable lithium batteries

Geiculescu,Xie, Yuan,Rajagopal,Creager,DesMarteau

, p. 1179 - 1185 (2004)

A series of four different dilithium salts of structure F3 CSO2N(Li)SO2-(CF2)x -SO2N(Li)SO2CF3, with x = 2, 4, 6, 8 were synthesized and characterized in polyethylene-oxide-based solid polymer electrolytes. Each salt may be thought of as two bis[(perfluoroalkyl)sulfonyl]imide anions linked together by a perfluoroalkyl chain of a particular length. Taken together, this homologous series provides an opportunity to study the effects of linker chain length and degree of fluorination in dianionic (and ultimately polyanionic) salts on the properties, particularly the conductivity, of the salts in various solvating media. SPEs in polyethylene oxide were characterized using scanning calorimetry, X-ray diffraction, 1H and 19F NMR, and electrochemical impedance spectroscopy for SPEs prepared using ethylene-oxide-oxygen-to-lithium (EO:Li) ratios of 10:1 and 30:1. Trends in SPE ionic conductivity with anion structure revealed an unexpected trend whereby ionic conductivity is generally rising with increased length of the perfluoroalkylene linking group in the dianions. This trend could be the result of a decrease in dianion basicity that results in diminished ion pairing and an enhancement in the number of charge carriers with increasing anion fluorine content, thereby increasing ionic conductivity.

Intermolecular 2 + 2 Carbonyl-Olefin Photocycloadditions Enabled by Cu(I)-Norbornene MLCT

Flores, Daniel M.,Schmidt, Valerie A.

, p. 8741 - 8745 (2019)

Photocycloadditions are often typified by the oxetane-forming Paternò-Büchi reaction. However, the mechanistic constraints of carbonyl excitation and olefin interception have limited this attractive oxetane-forming pathway. Here we describe the use of a Cu(I) precatalyst that achieves selective olefin activation via coordination to the metal center. Significantly, this intermolecular 2 + 2 carbonyl-olefin photocycloaddition engages alkyl ketones, which are more challenging to accommodate via direct irradiation pathways. Mechanistic investigations support the in situ formation of a Cu-norbornene resting state that undergoes a MLCT leading to oxetane formation.

Synthesis of 1,3-dialkyl imidazolium ionic liquids containing difunctional and tetrafunctional perfluoroalkylsulfonyl imide anions

Hickman, Tom,Desmarteau, Darryl D.

, p. 11 - 15 (2012)

Direct methylation of imidazole using methylated difunctional or tetrafunctional perfluorosulfonyl imides renders excellent yields of the corresponding room temperature ionic liquids (RTILs). This methodology provides a simple, halide-free route to several novel RTILs containing multifunctional perfluorosulfonyl imide anions.

-

Roberts,R.M.G.

, p. 1183 - 1190 (1976)

-

Silicon Tetrakis(trifluoromethanesulfonate): A Simple Neutral Silane Acting as a Soft and Hard Lewis Superacid

Driess, Matthias,Hermannsdorfer, André

supporting information, p. 13656 - 13660 (2021/05/03)

A facile synthesis and isolation of pristine silicon tetrakis(trifluoromethanesulfonate), Si(OTf)4, is reported, acting as the first neutral silicon-based Lewis superacid suitable towards soft and hard Lewis bases. Its OTf groups have a dual function: they are excellent leaving groups and modulate the degree of reactivity towards soft and hard Lewis bases. Exposed to soft Lewis donors, Si(OTf)4 leads to [L2Si(OTf)4] complexes (L=isocyanide, thioether and carbonyl compounds) with retention of all Si?OTf bonds. In contrast, it can cleave C?X bonds (X=F, Cl) of hard organic Lewis bases with a high tendency to form SiX4 (X=F, Cl) after halide/triflate exchange. Most notable, Si(OTf)4 allows a gentle oxydefluorination of mono- and bis(trifluoromethyl)benzenes, resulting in the formation of the corresponding benzoylium species, which are stabilized by the weakly coordinating [Si(OTf)6] dianion.

A method of manufacturing a sulfonic acid anhydride Fluoroalkanoic (by machine translation)

-

Paragraph 0059-0061, (2017/02/23)

PROBLEM TO BE SOLVED: purpose of the present invention, and fluoroalkylsulfonic and by the reaction of phosphorus pentoxide, when manufacturing a fluoroalkylsulfonic anhydride, to provide a method for manufacturing a high yield. SOLUTION: the actual capacity 100L 1.0kW per power is less than the maximum, at least two or more axial blade kneader type reactor is used, and a sulfonic acid Fluoroalkanoic dephosphorizing pentoxide and kneaded by more than 40 °C 100 °C while , reaction, and, generating a fluoroalkylsulfonic anhydride is discharged, after the discharge of the residue in the reactor at a temperature of more than 100 °C 140 °C while kneading, unreacted fluoroalkylsulfonic recovered is discharged, and is characterized as a method of manufacturing a sulfonic acid anhydride Fluoroalkanoic. Selected drawing: no (by machine translation)

METHOD FOR PRODUCING FLUOROALKANESULFONIC ANHYDRIDE

-

Paragraph 0059-0061, (2014/11/12)

Disclosed is a method for producing a fluoroalkanesulfonic anhydride, which is characterized by that a reaction is conducted while kneading a fluoroalkanesulfonic acid and diphosphorus pentoxide at a temperature that is 40 °C or higher and is lower than 100 °C by using a kneader-type reactor having a maximum power of 1.0 kW or greater per an actual capacity of 100 L and equipped with at least two-shaft blades, that the fluoroalkanesulfonic anhydride to be generated is discharged, and that, while the residue in the reactor after the discharge is kneaded at a temperature that is 100 °C or higher and is lower than 140 °C, the unreacted fluoroalkylsulfonic acid is discharged, recovered and reused as the raw material. It is possible by this method to obtain a fluoroalkanesulfonic anhydride with a high yield.

Process route upstream and downstream products

Process route

trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

acetonitrile
75-05-8,26809-02-9

acetonitrile

2,6-dimethylpyrone
1004-36-0

2,6-dimethylpyrone

3-acetyl-2,6-dimethyl-4H-pyran-4-one
7521-38-2

3-acetyl-2,6-dimethyl-4H-pyran-4-one

C<sub>2</sub>H<sub>7</sub>N<sub>2</sub><sup>(1+)</sup>
31111-45-2

C2H7N2(1+)

trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

trifluoromethyl trifluoromethanesulfonate
3582-05-6

trifluoromethyl trifluoromethanesulfonate

oxoethylium
15762-07-9

oxoethylium

N-acetylacetamidine
1361550-85-7,5699-42-3

N-acetylacetamidine

2,4-dimethyl-1,6-dihydro-6-pyrimidone
6622-92-0

2,4-dimethyl-1,6-dihydro-6-pyrimidone

Conditions
Conditions Yield
In dichloromethane-d2; at 74 ℃; Cooling;
carbon tetrabromide
558-13-4

carbon tetrabromide

mercuric triflate
49539-99-3,49540-00-3

mercuric triflate

carbonyl dibromide
593-95-3

carbonyl dibromide

trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

Conditions
Conditions Yield
trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

pentafluoroethyl pentafluoroethanepyrosulfonate de perfluoroethyle

pentafluoroethyl pentafluoroethanepyrosulfonate de perfluoroethyle

trifluoroacetyl fluoride
354-34-7

trifluoroacetyl fluoride

perfluoroethanesulfonic acid
354-88-1

perfluoroethanesulfonic acid

trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

trifluoromethyl trifluoromethanesulfonate
3582-05-6

trifluoromethyl trifluoromethanesulfonate

Conditions
Conditions Yield
at 45 ℃; for 14h; Product distribution;
trifluoromethanesulphonic-p-toluenesulphonic acid anhydride
51567-94-3

trifluoromethanesulphonic-p-toluenesulphonic acid anhydride

trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

p-toluenesulfonylanhydride
4124-41-8

p-toluenesulfonylanhydride

Conditions
Conditions Yield
With decalin; In nitromethane; at 0 ℃; for 3h;
0.95 g
0.54 g
α,α,α-trifluorotoluene
98-08-8

α,α,α-trifluorotoluene

Silantetrayltetrakis(trifluormethansulfonat)
66469-45-2

Silantetrayltetrakis(trifluormethansulfonat)

trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

C<sub>6</sub>F<sub>18</sub>O<sub>18</sub>S<sub>6</sub>Si<sup>(2-)</sup>*2C<sub>7</sub>H<sub>5</sub>O<sup>(1+)</sup>

C6F18O18S6Si(2-)*2C7H5O(1+)

C<sub>3</sub>F<sub>10</sub>O<sub>9</sub>S<sub>3</sub>Si

C3F10O9S3Si

C<sub>2</sub>F<sub>8</sub>O<sub>6</sub>S<sub>2</sub>Si

C2F8O6S2Si

silicon tetrafluoride
7783-61-1

silicon tetrafluoride

Conditions
Conditions Yield
In dichloromethane-d2; at 20 ℃; for 168h;
1,4-bis(trifluoromethyl)benzene
433-19-2

1,4-bis(trifluoromethyl)benzene

Silantetrayltetrakis(trifluormethansulfonat)
66469-45-2

Silantetrayltetrakis(trifluormethansulfonat)

trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

C<sub>3</sub>F<sub>10</sub>O<sub>9</sub>S<sub>3</sub>Si

C3F10O9S3Si

C<sub>6</sub>F<sub>18</sub>O<sub>18</sub>S<sub>6</sub>Si<sup>(2-)</sup>*2C<sub>9</sub>H<sub>4</sub>F<sub>3</sub>O<sub>5</sub>S<sup>(1+)</sup>

C6F18O18S6Si(2-)*2C9H4F3O5S(1+)

C<sub>2</sub>F<sub>8</sub>O<sub>6</sub>S<sub>2</sub>Si

C2F8O6S2Si

silicon tetrafluoride
7783-61-1

silicon tetrafluoride

CF<sub>6</sub>O<sub>3</sub>SSi

CF6O3SSi

Conditions
Conditions Yield
In dichloromethane-d2; at 20 ℃; for 504h;
trichloroiodomethane
594-22-9

trichloroiodomethane

mercuric triflate
49539-99-3,49540-00-3

mercuric triflate

phosgene
75-44-5

phosgene

trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

Conditions
Conditions Yield
trichloroiodomethane
594-22-9

trichloroiodomethane

mercuric triflate
49539-99-3,49540-00-3

mercuric triflate

phosgene
75-44-5

phosgene

trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

trifluoromethanesulfonic acid trichlormethylester
24401-22-7

trifluoromethanesulfonic acid trichlormethylester

mercury(II) iodide

mercury(II) iodide

Conditions
Conditions Yield
Chlorine(I) trifluoromethanesulfonate
65597-24-2

Chlorine(I) trifluoromethanesulfonate

chlorotrifluoromethane
75-72-9

chlorotrifluoromethane

trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

CF<sub>5</sub>O<sub>4</sub>PS

CF5O4PS

Conditions
Conditions Yield
With difluorophosphinic bromide; at -111 - -20 ℃;
trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

Carbonyl fluoride
353-50-4

Carbonyl fluoride

Hexafluoroethane
76-16-4

Hexafluoroethane

trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

trifluoromethyl trifluoromethanesulfonate
3582-05-6

trifluoromethyl trifluoromethanesulfonate

Conditions
Conditions Yield
byproducts: SO3, SOF2; at 10°C;

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