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Lithium triflate information


Lithium triflate
Names
Preferred IUPAC name
Lithium trifluoromethanesulfonate
Other names
LiOTf
Identifiers
CAS Number
  • 33454-82-9
3D model (JSmol)
  • Interactive image
ChemSpider
  • 105900
ECHA InfoCard 100.046.829 Edit this at Wikidata
EC Number
  • 251-528-5
PubChem CID
  • 3664839
UNII
  • 1C966KV50I
CompTox Dashboard (EPA)
  • DTXSID3044419 Edit this at Wikidata
InChI
  • InChI=1S/CHF3O3S.Li/c2-1(3,4)8(5,6)7;/h(H,5,6,7);/q;+1/p-1
    Key: MCVFFRWZNYZUIJ-UHFFFAOYSA-M
SMILES
  • [Li+].C(F)(F)(F)S(=O)(=O)[O-]
Properties
Chemical formula
CF3LiO3S
Molar mass 156.00 g·mol−1
Appearance White solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Lithium triflate (lithium triflouromethanesulfonate or LiOTf) is a salt with the chemical formula LiCF3SO3. It is composed of the lithium cation (Li+) and triflate anion (CF3SO3; TfO). It is very hygroscopic. The salt is used in lithium-ion battery production.[1]

Lithium triflate is hygroscopic and absorbs water from air humidity
  1. ^ Lithium trifluoromethanesulfonate, Sigma Aldrich

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Lithium triflate

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Lithium triflate (lithium triflouromethanesulfonate or LiOTf) is a salt with the chemical formula LiCF3SO3. It is composed of the lithium cation (Li+)...

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Triflate

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bridge. Triflates have also been applied as ligands for group 11 and 13 metals along with lanthanides. Lithium triflates are used in some lithium ion batteries...

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Silyl enol ether

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trimethylsilyl chloride. To increase the rate of reaction, trimethylsilyl triflate may also be used in the place of trimethylsilyl chloride as a more electrophilic...

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Polyphosphazene

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that are good solvents for salts such as lithium triflate. These solutions function as electrolytes for lithium ion transport, and they were incorporated...

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Dibenzothiophene

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(2019). "Preparation of 5-(Triisopropylalkynyl) dibenzo[b,d]thiophenium triflate". Organic Syntheses. 96: 258–276. doi:10.15227/orgsyn.096.0258. S2CID 239319277...

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Methyl group

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SN2 pathway: CH3OH + H+ → [CH3OH2]+ Similarly, methyl iodide and methyl triflate are viewed as the equivalent of the methyl cation because they readily...

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Mukaiyama aldol addition

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magnesium bromide: and a second one with an amine chiral ligand and a triflate salt catalyst: Utilization of chiral Lewis acid complexes and Lewis bases...

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Vinyllithium

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BuLi → SnBu4 + 4 LiCH=CH2 The reaction of ethylene and lithium affords vinyl lithium and lithium hydride, together with other organolithium compounds,...

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Perfluorobutanesulfonyl fluoride

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Their reactivity generally mirrors that of the more commonly encountered triflate electrophiles, but nonaflates tend to be less prone to hydrolysis to ketones...

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Benzyl group

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can be used to install the PMB group in presence of: Scandium (III) triflate (Sc(OTf)3) in toluene at 0 °C Trifluoromethanesulfonic acid (TfOH) in dichloromethane...

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Hafnium trifluoromethanesulfonate

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Hafnium(IV) triflate or hafnium trifluoromethansulfonate is a salt with the formula Hf(OSO2CF3)4, also written as Hf(OTf)4. Hafnium triflate is used as...

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Danishefsky Taxol total synthesis

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ultimately derived from the Heck reaction of enol triflate 38, which was used to close the B-ring. Enol triflate 38 resulted from a rearrangement of compound...

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Strychnine total synthesis

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Swern oxidation ketone 9. Reaction with LDA / PhNTf2 gave enol triflate 10 and the triflate group was removed in alkene 11 by reaction with Pd(OAc)2 and...

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Metal triflimidate

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Dalla, V.; Duñach, E. (2010). "Metal Triflimidates: Better than Metal Triflates as Catalysts in Organic Synthesis—The Effect of a Highly Delocalized Counteranion"...

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Aldol reaction

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nucleophile is a boron enolate derived from reaction with dibutylboron triflate (nBu2BOTf), the base is N,N-diisopropylethylamine. The thioether is removed...

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List of inorganic compounds

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carbonate (Lithium salt) – Li2CO3 Lithium chloride – LiCl Lithium hypochlorite – LiClO Lithium chlorate – LiClO3 Lithium perchlorate – LiClO4 Lithium cobalt...

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Cascade reaction

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preparation of (+)-xestoquinone from triflate substrate 75 (Scheme 16). Oxidative addition of the aryl–triflate bond into the palladium(0) complex in...

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Benzophenone imine

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Equivalent for the Palladium-Catalyzed Amination of Aryl Halides and Triflates". Tetrahedron Letters. 38 (36): 6367–6370. doi:10.1016/S0040-4039(97)01465-2...

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Scandium

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Y3+ and La3+ ions, coordination numbers of 8 and 9 are common. Scandium triflate is sometimes used as a Lewis acid catalyst in organic chemistry. Scandium...

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Kuwajima Taxol total synthesis

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aldehyde 1.10. The TIPS silyl enol ether 1.11 was formed by reaction with the triflate TIPSOtf and DBU in DMAP setting the stage for asymmetric dihydroxylation...

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Sodium tetraphenylborate

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palladium-catalyzed cross-coupling reactions involving vinyl and aryl triflates to give arylalkenes and biaryl compounds in good yields and under mild...

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Enolate

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(1989). "Major effect of the leaving group in dialkylboron chlorides and triflates in controlling the stereospecific conversion of ketones into either E-...

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Chiral auxiliary

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between axially chiral BINOL-based phosphoramidites and aryl halides or triflates proceeds with excellent stereoselectivity due to the presence of BINOL...

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Stille reaction

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is typically a halide, such as Cl, Br, or I, yet pseudohalides such as triflates and sulfonates and phosphates can also be used. Several reviews have been...

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