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Sodium trifluoromethanesulfonate, also known as Sodium triflate or NaOTf, is a white to off-white powder that serves as an efficient catalyst and reagent in various organic reactions. It is particularly prominent in catalytic asymmetric Mannich-type reactions, Mannich-type reactions in water, and Diels-Alder reactions.

2926-30-9

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2926-30-9 Usage

Uses

Used in Chemical Synthesis:
Sodium trifluoromethanesulfonate is used as a reagent for the preparation of N-fluoro-2-methylpyridinium triflate by reaction with dinitrogen difluoride. It is also employed in the synthesis of aryl fluorides via silver-catalyzed fluorination of arylstannanes.
Used in Ionic Liquids:
Sodium trifluoromethanesulfonate is used as a reagent for the preparation of ionic liquids such as N,N-dialkylpyrrolidinium triflate, N,N-dialkylimidazolium triflate, and N-alkylpyridinium triflate.
Used in Electrochemistry:
Sodium trifluoromethanesulfonate is used as a supporting electrolyte in electrochemical O-glycosylation of primary alcohols with O-protected thioglycosides.
Used in Chromatography:
Sodium trifluoromethanesulfonate is used as a chaotropic mobile phase additive in reversed-phase liquid chromatography (RP-LC).

Check Digit Verification of cas no

The CAS Registry Mumber 2926-30-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,9,2 and 6 respectively; the second part has 2 digits, 3 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 2926-30:
(6*2)+(5*9)+(4*2)+(3*6)+(2*3)+(1*0)=89
89 % 10 = 9
So 2926-30-9 is a valid CAS Registry Number.
InChI:InChI=1/CHF3O3S.Na/c2-1(3,4)8(5,6)7;/h(H,5,6,7);/q;+1/p-1

2926-30-9 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
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  • Alfa Aesar

  • (B20776)  Sodium trifluoromethanesulfonate, 98%   

  • 2926-30-9

  • 5g

  • 456.0CNY

  • Detail
  • Alfa Aesar

  • (B20776)  Sodium trifluoromethanesulfonate, 98%   

  • 2926-30-9

  • 25g

  • 1515.0CNY

  • Detail
  • Alfa Aesar

  • (B20776)  Sodium trifluoromethanesulfonate, 98%   

  • 2926-30-9

  • 100g

  • 5142.0CNY

  • Detail
  • Aldrich

  • (367907)  Sodiumtrifluoromethanesulfonate  98%

  • 2926-30-9

  • 367907-5G

  • 484.38CNY

  • Detail
  • Aldrich

  • (367907)  Sodiumtrifluoromethanesulfonate  98%

  • 2926-30-9

  • 367907-25G

  • 1,646.19CNY

  • Detail

2926-30-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name sodium,trifluoromethanesulfonate

1.2 Other means of identification

Product number -
Other names Trifluoromethanesulfonic acid sodium salt

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2926-30-9 SDS

2926-30-9Relevant academic research and scientific papers

Preparation method of trifluoromethane sulfonic acid

-

Paragraph 0028; 0031, (2017/01/09)

The invention relates to a preparation method of trifluoromethane sulfonic acid. According to the preparation method, trifluoromethanesulphonyl fluoride and alkali metal hydroxide are subjected to a neutralizing hydrolysis reaction under existence of a fluorine fixing agent, after the reaction is completed, reaction liquid is filtered and dried, and fluorinated methyl sulfonic acid alkali metal salt is obtained; the fluorinated methyl sulfonic acid alkali metal salt and fuming sulphuric acid are subjected to acidizing treatment, then rectification is conducted multiple times, and high-purity trifluoromethane sulfonic acid is obtained. Through improvement of the preparation method, operating flexibility, production efficiency and product stability are improved, the comprehensive yield is raised, product purity can reach 99.90% or above, and the preparation method is suitable for industrial production.

Catalytic enantioselective carboannulation with allylsilanes

Ball-Jones, Nicolas R.,Badillo, Joseph J.,Tran, Ngon T.,Franz, Annaliese K.

supporting information, p. 9462 - 9465 (2015/02/05)

The first catalytic asymmetric carboannulation with allylsilanes is presented. The enantioselective [3+2] annulation is catalyzed using a scandium(III)/indapybox complex with tetrakis-[3,5-bis(trifluoromethyl)phenyl]- borate (BArF) to enhance catalytic activity and control stereoselectivity. Functionalized cyclopentanes containing a quaternary carbon center are derived from alkylidene oxindole, coumarin, and malonate substrates with high stereoselectivity. The enantioselective 1,4-conjugate addition and enantioselective lactone formation (by trapping of the β-silyl carbocation) is also described. It's a trap: The catalytic asymmetric carboannulation of alkylidene oxindole, coumarin, and malonate substrates with allylsilanes in the presence of a ScIII/BArF/indapybox catalyst affords functionalized cyclopentanes containing a quaternary carbon center with high stereoselectivity. Enantioselective allylation and asymmetric lactone formation by trapping of the β-silyl carbocation are also presented.

Two different hydrogen bond donor ligands together: A selectivity improvement in organometallic {Re(CO)3} anion hosts

Ion, Laura,Nieto, Sonia,Perez, Julio,Riera, Lucia,Riera, Victor,Diaz, Jesus,Lopez, Ramon,Anderson, Kirsty M.,Steed, Jonathan W.

, p. 8524 - 8531 (2011/10/12)

Rhenium(I) compounds [Re(CO)3(Hdmpz)2(ampy)] BAr′4 and [Re(CO)3(N-MeIm)2(ampy)] BAr′4 (Hdmpz = 3,5-dimethylpyrazole, N-MeIm = N-methylimidazole, ampy = 2-aminopyridine or 3-aminopyridine) have been prepared stepwise as the sole reaction products in good yields. The cationic complexes feature two different types of hydrogen bond donor ligands, and their anion binding behavior has been studied both in solution and in the solid state. Compounds with 2-ampy ligands are labile in the presence of nearly all of the anions tested. The X-ray structure of the complex [Re(CO)3(Hdmpz) 2(ampy)]+ (2) shows that the 2-ampy ligand is metal-coordinated through the amino group, a fact that can be responsible for its labile character. The 3-ampy derivatives (coordinated through the pyridinic nitrogen atom) are stable toward the addition of several anions and are more selective anion hosts than their tris(pyrazole) or tris(imidazole) counterparts. This selectivity is higher for compound [Re(CO)3(N-MeIm) 2(MeNA)]BAr′4 (5·BAr′4, MeNA = N-methylnicotinamide) that features an amido moiety, which is a better hydrogen bond donor than the amino group. Some of the receptor-anion adducts have been characterized in the solid state by X-ray diffraction, showing that both types of hydrogen bond donor ligands of the cationic receptor participate in the interaction with the anion hosts. DFT calculations suggest that coordination of the ampy ligands is more favorable through the amino group only for the cationic complex 2, as a consequence of the existence of a strong intramolecular hydrogen bond. In all other cases, the pyridinic coordination is clearly favored.

Method for preparing sulphonate salts

-

, (2008/06/13)

The invention concerns a method for preparing sulphonate salts, alkaline or alkaline-earth, corresponding to anion of general formula (I):(R—CF2—SO3?)n, through alkaline hydrolysis of sulphonyl chlorides corresponding to formula (II). The invention is characterized in that it comprises at least a step which consists in alkaline hydrolysis of sulphonyl chloride carried out in the presence of a phase-transfer agent.

Dication Ethers and Related Compounds, 1. On Dication Chalkogenides and Dichalkogenides

Maas, Gerhard,Singer, Berndt

, p. 3659 - 3674 (2007/10/02)

Reaction of N,N-, N,S-, S,S-, and O,O-substituted thiones 4a-f or selones 6a-c with trifluoromethanesulfonic anhydride leads to dication disulfides 5a-f or diselenides 7a-c, resp.No dication sulfides or selenides are obtained whose formation would parallel the reactivity of the corresponding urea derivatives.This class of dications (14, 15) is, on the other hand, accessible by the reaction of dication ethers 13 with thiones 4 or selones 6. 1H and 13C NMR data of the dication dichalkogenides and chalkogenides are compared with each other.

Studies on trifluoromethanesulfonic acid. Part 2. Conductivities of solutions of metal trifluoromethanesulfonates and other bases in trifluoromethanesulfonic acid

Russell, David G.,Senior, John B.

, p. 22 - 29 (2007/10/02)

Electrical conductivity measurements are reported for solutions in trifluoromethanesulfonic acid of a number of simple and complex bases, including univalent and divalent metal trifluoromethanesulfonates.The univalent metal salts, water, aniline, and acetic acid behave as fully dissociated bases, while the alkaline earth metal salts show considerable ion association.The trifluoromethanesulfonate anion appears to have an abnormally high mobility, as compared to the metal cations, and is believed to conduct by a proton-transfer mechanism.Dissociation constants for some weak organic bases and association constants for strontium and barium trifluoromethanesulfonates are estimated.Sulfuric acid behaves as a weak electrolyte, while sulfur trioxide is effectively a non-electrolyte.The conductivities of potassium nitrate and potassium dihydrogenphosphate are consistent with the formation of the nitryl cation and the phocphate acidium ion, respectively.

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