79963-95-4

Basic information

• Product Name: 2,2,2-Trifluoroethyl perfluorobutylsulfonate
• Synonyms: 2,2,2-TRIFLUOROETHYL NONAFLUOROBUTANESULFONATE;2,2,2-TRIFLUOROETHYL NONAFLUOROBUTANESULPHONATE;2,2,2-TRIFLUOROETHYL PERFLUOROBUTANESULFONATE;2,2,2-TRIFLUOROETHYL PERFLUORO BUTYLSULFONATE;NONAFLUOROBUTANESULFONIC ACID 2,2,2-TRIFLUOROETHYL ESTER;PERFLUOROBUTANESULFONIC ACID 2,2,2-TRIFLUOROETHYL ESTER;TPS;2,2,2-TRIFLUOROETHYL PERFLUOROBUTYL SULF
• CAS NO: 79963-95-4
• Molecular Formula: C₆H₂F₁₂O₃S
• Molecular Weight: 382.12
• Product Categories: Fluorous Chemistry;Fluorous Compounds;Synthetic Organic Chemistry;Organic Building Blocks;Sulfonates/Sulfinates;Sulfur Compounds
• Mol File: 79963-95-4.mol

Chemical Properties

• Boiling Point: 138-140
• Flash Point: 160 °F
• Appearance: /
• Density: 1.636 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.97mmHg at 25°C
• Refractive Index: n20/D 1.326(lit.)
• CAS DataBase Reference: 2,2,2-Trifluoroethyl perfluorobutylsulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,2-Trifluoroethyl perfluorobutylsulfonate(79963-95-4)
• EPA Substance Registry System: 2,2,2-Trifluoroethyl perfluorobutylsulfonate(79963-95-4)

Safety Data

• Hazard Codes: C,T
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• HazardClass: TOXIC, CORROSIVE
• Hazardous Substances Data: 79963-95-4(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
2,2,2-Trifluoroethyl perfluorobutylsulfonate is used as a synthetic intermediate for the production of various organic compounds. Its unique structure allows it to participate in a range of chemical reactions, making it a valuable component in the synthesis of complex molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,2,2-Trifluoroethyl perfluorobutylsulfonate is used as a key building block in the synthesis of certain pharmaceutical compounds. Its ability to form stable bonds with other molecules makes it an ideal candidate for the development of new drugs with improved efficacy and safety profiles.
Used in the Synthesis of TTBN:
2,2,2-Trifluoroethyl perfluorobutylsulfonate is specifically used in the synthesis of 1,2,3,4-tetrahydro-1,1,4,4-tetramethyl-6,7-bis(2,2,2-trifluoro-ethoxy)-naphthalene (TTBN), a compound with potential applications in various fields, such as materials science and pharmaceuticals. The unique properties of TTBN, including its thermal stability and solubility, make it a promising candidate for further research and development.

InChI:InChI=1/C6H2F12O3S/c7-2(8,9)1-21-22(19,20)6(17,18)4(12,13)3(10,11)5(14,15)16/h1H2

Upstream product

• 75-89-8 2,2,2-trifluoroethanol 
• 375-73-5 perfluorobutanesulfonic acid 
• 36913-91-4 nonaflyl anhydride 
• 375-72-4 Nonafluorobutanesulfonyl fluoride 

Downstream Products

• 910605-44-6 4-[2-(2,2,2-trifluoro-ethoxy)-phenyl]-piperidine-1-carboxylic acid tert-butyl ester 
• 932384-43-5 3-(4-Ethyl-2,2,7-trimethyl-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-4-(2,2,2-trifluoro-ethoxy)-benzaldehyde 
• 932367-97-0 3-(1-Ethyl-4,4,6-trimethyl-2-oxo-1,2,3,4-tetrahydro-quinolin-7-yl)-4-(2,2,2-trifluoro-ethoxy)-benzaldehyde 
• 407-01-2 bis(2,2,2-trifluoroethyl)amine 
• 54930-25-5 (trifluoroethyl)ammonium ion 
• 45187-15-3 perfluorobutane sulfonate anion 
• 125284-98-2 tris(2,2,2-trifluoroethyl)amine 

Relevant articles and documents

Preparation of (perfluoroalkyl)alkane thiols via Zemplén deacylation of fluorous (perfluoroalkyl)alkyl thioacetates

Convenient and robust synthesis of (perfluoroalkyl)alkane thiols [(CnF2n+1(CH2)mSH); m/n = 3/4,6,8,10, 4a-d; m/n = 2/6, 8; m/n = 1/1,2,3,7,8H, 12a-e] was developed starting from commercially available fluorous alcohols (1a-d, 5, 9a-e). The intermediate (perfluoroalkyl)alkyl iodides and/or sulfonates were reacted with potassium thioacetate in DMF, and the resulting thioacetates were deacetylated by a Zemplén analogue reaction. The (perfluoroalkyl)alkane thiols were obtained in good overall yields and high purity.

AQUEOUS METHODS FOR MAKING FLUORINATED SULFONATE ESTERS

Methods of making a fluorinated sulfonate ester include combining a perfluoroalkanesulfonyl halide and a fluorinated alcohol in water in the presence of hydroxide ion, and recovering at least a portion of the resultant fluorinated sulfonate ester.

Theory and example of a small-molecule motor

Conceptual principles for operation of a molecular motor stipulate that such a species must consist of an energy-consuming catalyst that exhibits within its mechanism temporal overlap of successive catalytic cycles, so as to induce irreversible intramolecular motion during operation. The exothermic hydration reaction of MeCOCH=C=NCMe3 brought about by catalyst HO2CCH2OCMe(CO2H)2 qualifies as such a process, in the form of serial conversion between canonical carboxylic anhydride structures within the catalyst. The steady-state kinetic behavior and inactivation by methanol demonstrate the operation of an appropriate repetitive catalytic loop in this case. Copyright

Preparation of Esters of Nonafluorobutanesulfonic Acid

A series of new alkyl (2a-e), silyl (6a-l), germyl (7) and stannyl esters (8a, b) of nonafluorobutanesulfonic acid has been prepared by different methods (A-I) e.g.C4F9SO2OR and C4F9SO2OSiR3 .These compounds are useful and extremely powerful alkylating or silylating reagents. Key Words: Nonanfluorobutanesulfonic acid, alkyl and silyl esters / Alkylation / Silylation

A NEW METHOD FOR RECOVERING WASTE ALKALINE PERFLUORO-n-BUTANESULFONATE

A new method for recovering perfluoro-n-butanesulfonic acid from its waste alkaline salts and re-converting it into the corresponding 2,2,2-trifluoroethyl ester alkylating agent is described.Alkaline perfluoro-n-butanesulfonate can be converted into the corresponding acid by treating it with gaseous HCl in methanol; perfluoro-n-butanesulfonic acid is then directly esterified by treatment with 2,2,2-trifluoro-ethanol in thionyl chloride.Easy procedures and high yields could make this method important for industial application, with possible economic and environmental benefits.