Diphenylammonium Trifluoromethanesulfonate

Base Information

• Chemical Name: Diphenylammonium Trifluoromethanesulfonate
• CAS No.: 164411-06-7
• Molecular Formula: CF₃O₃S*C₁₂H₁₂N
• Molecular Weight: 319.304
• Hs Code.: 29214990
• European Community (EC) Number: 679-776-3
• DSSTox Substance ID: DTXSID00458885
• Mol file: 164411-06-7.mol

Synonyms:Diphenylammonium Trifluoromethanesulfonate;164411-06-7;diphenylammonium triflate;diphenylazanium;trifluoromethanesulfonate;DiphenylammoniumTrifluoromethanesulfonate;DPAT Diphenylammonium Trifluoromethanesulfonate;SCHEMBL724958;C13H12F3NO3S;Diphenylammonium Triflate, 97%;DTXSID00458885;AMY37965;MFCD11042671;AKOS015853059;N-phenylaniline;trifluoromethanesulfonic acid;D3683;FT-0705309;A882456;J-010138;J-520384

Chemical Property of Diphenylammonium Trifluoromethanesulfonate

Chemical Property:

• Vapor Pressure: 0.00102mmHg at 25°C
• Melting Point: 169-170ºC
• Boiling Point: 302ºC at 760 mmHg
• Flash Point: 152.8ºC
• PSA: 74.78000
• LogP: 4.97800
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 319.04899890
• Heavy Atom Count: 21
• Complexity: 261

Purity/Quality:

98%,99%, ^*data from raw suppliers

Diphenylammonium Trifluoromethanesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[NH2+]C2=CC=CC=C2.C(F)(F)(F)S(=O)(=O)[O-]
• Uses: Efficient catalyst for greener synthesis of esters by condensation of carboxylic acids with alcohols or transfesterification.Diphenylammonium triflate (DPAT): efficient catalyst for esterification of carboxylic acids and for transesterification of carboxylic esters with nearly equimolar amounts of alcohols

Technology Process of Diphenylammonium Trifluoromethanesulfonate

There total 1 articles about Diphenylammonium Trifluoromethanesulfonate 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: 18.0%

trifluorormethanesulfonic acid (1493-13-6) + diphenylamine (122-39-4) → diphenylammonium trifluoromethanesulfonate (164411-06-7)

Guidance literature:

In diethyl ether;

DOI:10.1039/DT9950001251

Reference yield: 33.0%

hydrogenchloride (7647-01-0,15364-23-5) + nitrogen (7727-37-9) + diphenylammonium trifluoromethanesulfonate (164411-06-7) → ammonium chloride (12125-02-9)

Guidance literature:

nitrogen; diphenylammonium trifluoromethanesulfonate; With bis(pentamethylcyclopentadienyl)cobalt(II); C₃₆H₅₄AlFeN₂P₃^(1-)*C₁₆H₃₂NaO₈⁽¹⁺⁾; In diethyl ether; at -196 - 20 ℃; for 1.75h; Schlenk technique; Sealed tube;

With sodium t-butanolate; In methanol; at -196.16 - 19.84 ℃; for 0.166667h; Sealed tube;

hydrogenchloride; In methanol; diethyl ether; at 20 ℃; Reagent/catalyst; Sealed tube;

DOI:10.1021/acs.inorgchem.0c03354

Reference yield:

nitrogen (7727-37-9) + diphenylammonium trifluoromethanesulfonate (164411-06-7) → ammonia (7664-41-7) + hydrogen (1333-74-0) + hydrazine (302-01-2,78206-91-4,119775-10-9,75013-58-0)

Guidance literature:

nitrogen; diphenylammonium trifluoromethanesulfonate; With bis(pentamethylcyclopentadienyl)cobalt(II); [(zirconium(2,5-bis(di-tertbutylphosphinomethyl)pyrrolide)(cyclopentadienide))2(μ-nitrogen)]; In diethyl ether; at -78 ℃; for 1h; under 760.051 Torr; Schlenk technique;

In diethyl ether; at 20 ℃; for 0.333333h; Schlenk technique;

DOI:10.1039/c8dt02739k

upstream raw materials:

trifluorormethanesulfonic acid

diphenylamine

Downstream raw materials:

ammonia

hydrogen

hydrazine

ammonium chloride

Refernces

• 1、 Vicente, Jose,Chicote, Maria-Teresa,Guerrero, Rita,Jones, Peter G.. "Synthesis of Complexes (1+) (L = Primary, Secondary or Tertiary Amine). Crystal Structure of *CH2Cl2". . p. 1251 - 1254. Retrieved 2007/10/02.