Triphenylphosphonium anhydride triflate

Base Information

• Chemical Name: Triphenylphosphonium anhydride triflate
• CAS No.: 72450-51-2
• Molecular Formula: 2CF₃O₃S*C₃₆H₃₀OP₂
• Molecular Weight: 838.722
• UNII: F957TSW36Q
• Wikidata: Q27277837
• Mol file: 72450-51-2.mol

Synonyms:Hendrickson reagent;Hendrickson's reagent;Triphenylphosphonium anhydride triflate;Hendrickson's reagent [MI];72450-51-2;UNII-F957TSW36Q;F957TSW36Q;Triphenylphosphonium anhydride trifluoromethanesulfonate;1,1,1,3,3,3-HEXAPHENYLDIPHOSPHOXANE-1,3-DIIUM TRIFLUOROMETHANESULFONATE;mu-Oxohexaphenyldiphosphorus(2+) 1,1,1-trifluoromethanesulfonic acid (1:2);Phosphorus(2+), mu-oxohexaphenyldi-, 1,1,1-trifluoromethanesulfonic acid (1:2);SCHEMBL734953;XYOGBCBYMIAUAB-UHFFFAOYSA-L;MFCD16876580;AT30647;EN300-26520163;Q27277837;triphenyl[(triphenylphosphaniumyl)oxy]phosphanium ditrifluoromethanesulfonate;.MU.-OXOHEXAPHENYLDIPHOSPHORUS(2+) 1,1,1-TRIFLUOROMETHANESULFONIC ACID (1:2);mu-Oxohexaphenyldiphosphorus(2+) salt with trifluoromethanesulfonic acid (1:2);PHOSPHORUS(2+), .MU.-OXOHEXAPHENYLDI-, 1,1,1-TRIFLUOROMETHANESULFONIC ACID (1:2)

Chemical Property of Triphenylphosphonium anhydride triflate

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 8
• Exact Mass: 838.08123861
• Heavy Atom Count: 55
• Complexity: 695

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[P+](C2=CC=CC=C2)(C3=CC=CC=C3)O[P+](C4=CC=CC=C4)(C5=CC=CC=C5)C6=CC=CC=C6.C(F)(F)(F)S(=O)(=O)[O-].C(F)(F)(F)S(=O)(=O)[O-]

Technology Process of Triphenylphosphonium anhydride triflate

There total 14 articles about Triphenylphosphonium anhydride triflate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

CF3O3S(1-)*C23H22N2P(1+) (1353778-53-6) → bis(triphenyl)oxodiphosphonium trifluoromethanesulfonate salt (72450-51-2)

Guidance literature:

With trifluorormethanesulfonic acid; In ortho-difluorobenzene; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1002/cssc.201100503

Reference yield: 83.0%

trifluorormethanesulfonic acid (1493-13-6) + CF3O3S(1-)*C23H22N2P(1+) (1353778-53-6) + Triphenylphosphine oxide (791-28-6) → bis(triphenyl)oxodiphosphonium trifluoromethanesulfonate salt (72450-51-2)

Guidance literature:

In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/cssc.201100503

Reference yield:

trifluoromethylsulfonic anhydride (358-23-6) + Triphenylphosphine oxide (791-28-6) → bis(triphenyl)oxodiphosphonium trifluoromethanesulfonate salt (72450-51-2)

Guidance literature:

In 1,2-dichloro-ethane; at 0 ℃; for 0.25h;

DOI:10.1021/jo00266a028

upstream raw materials:

trifluoromethylsulfonic anhydride

Triphenylphosphine oxide

CF₃O₃S^(1-)*C₂₃H₂₂N₂P⁽¹⁺⁾

trifluorormethanesulfonic acid

Downstream raw materials:

trifluorormethanesulfonic acid

Triphenylphosphine oxide

Refernces

• 1、 Petersson, Maria J.,Jenkins, Ian D.,Loughlin, Wendy A.. "The structure of polymer-supported triphenylphosphine ditriflate: A potentially useful reagent in organic synthesis". . p. 4691 - 4693. Retrieved 2008.
• 2、 Khodaei, Mohammad Mehdi,Alizadeh, Abdolhamid,Hezarkhani, Hadis Afshar. "Synthesis of substituted phenols via hydroxylation of arenes using hydrogen peroxide in the presence of hexaphenyloxodiphosphonium triflate". . p. 878 - 882. Retrieved 2018/11/06.
• 3、 Yogendra,Hennersdorf,Bauzá,Frontera,Fischer,Weigand. "Carbodiphosphorane mediated synthesis of a triflyloxyphosphonium dication and its reactivity towards nucleophiles". . p. 2954 - 2957. Retrieved 2017/03/15.