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Triphenylphosphine ditriflate, also known as Ph3P(SO3)2, is a chemical compound that serves as a valuable reagent in organic synthesis. It is a colorless, crystalline solid that is soluble in organic solvents. triphenylphosphine ditriflate is widely used as a Lewis acid catalyst and a reagent in various chemical reactions, such as the formation of carbon-carbon bonds, oxidation reactions, and the synthesis of heterocycles. Triphenylphosphine ditriflate is known for its stability, high reactivity, and selectivity, making it a preferred choice in many synthetic applications. It is also recognized for its ability to activate alcohols and other nucleophiles, facilitating their participation in various chemical transformations.

55153-67-8

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55153-67-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 55153-67-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,5,1,5 and 3 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 55153-67:
(7*5)+(6*5)+(5*1)+(4*5)+(3*3)+(2*6)+(1*7)=118
118 % 10 = 8
So 55153-67-8 is a valid CAS Registry Number.

55153-67-8Downstream Products

55153-67-8Relevant academic research and scientific papers

Simple formylation of aromatic compounds using a sodium formate/triphenylphosphine ditriflate system

Khodaei, Mohammad M.,Alizadeh, Abdolhamid,Hezarkhani, Hadis Afshar

, p. 840 - 843 (2017)

A new procedure was developed for formylation of arenes to produce aromatic aldehydes using a sodium formate/triphenylphosphine ditriflate system in ethanol at room temperature in good yields. The simplicity of the procedure, short reaction times, and mild reaction conditions are the other advantages of this metal- and carbon monoxide-free protocol.

Diverse reactions of PhI(OTf)2 with common 2-electron ligands: Complex formation, oxidation, and oxidative coupling

Pell, Thomas P.,Couchman, Shannon A.,Ibrahim, Sara,Wilson, David J. D.,Smith, Brian J.,Barnard, Peter J.,Dutton, Jason L.

, p. 13034 - 13040 (2013/02/22)

The crystal structures of bis-pyridine stabilized iodine dications [PhI(pyr)2]2+ are reported as triflate salts, representing the first ligand supported iodine dications to be structurally characterized. The pyridine complexes are susceptible to ligand exchange in reaction with stronger N-based donors such as 4-dimethylaminopyridine. Attempts to extend this reactivity to N-heterocyclic carbene and phosphine ligands, as has been accomplished in the earlier p-block groups, resulted in redox chemistry, with oxidation of the ligands rather than coordination.

Synthesis of diarylmethanes via a Friedel-Crafts benzylation using arenes and benzyl alcohols in the presence of triphenylphosphine ditriflate

Khodaei, Mohammad Mehdi,Nazari, Ehsan

experimental part, p. 5131 - 5135 (2012/09/22)

Triphenylphosphine ditriflate (TPPD) was found to be an efficient promoter for the Friedel-Crafts benzylation of arenes with benzyl alcohols in CH 2Cl2 at room temperature. The good yields, the 1:1 molar ratio of arene and benzyl alcohol, the benzylation of chlorobenzene as a nonactivated aromatic compound at room temperature, and no by-product formation are the main advantages of this procedure.

Sulfonylation of aromatic compounds with methyl p-toluenesulfonate as a sulfonylating precursor

Khodaei,Nazari

, p. 507 - 512 (2013/02/22)

We have developed Friedel-Crafts (FC) sulfonylation of aromatic compounds with methyl p-toluenesulfonate as a sulfonylating precursor. In this procedure, methyl p-toluenesulfonate was treated and activated with pyridine to produce N-methylpyridinium p-toluenesulfonate as a sulfonylation reagent. Reactivity of this salt for the sulfonylation of mesitylene was investigated in the presence of three different promoters, such as triflic anhydride, dimethylsulfide ditriflate, and triphenylphosphine ditriflate (TPPD). All of the promoters show chemoselectivity and among them, TPPD presents a chemoselectivity in FC sulfonylation. Iranian Chemical Society 2012.

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