Mercury(II) trifluoromethanesulfonate

Base Information

• Chemical Name: Mercury(II) trifluoromethanesulfonate
• CAS No.: 49540-00-3
• Molecular Formula: 2CF₃O₃S*Hg
• Molecular Weight: 498.731
• Hs Code.: 28521000
• European Community (EC) Number: 627-708-8
• DSSTox Substance ID: DTXSID10379476
• Nikkaji Number: J1.056.025J
• Mol file: 49540-00-3.mol

Synonyms:AgOTf cpd;Al(OTf)3;aluminum triflate;As(otf)2;cerium triflate;Cu(OTf)2;cupric trifluoromethanesulfonate;Eu(OTf)3;In(OTf)3;indium triflate;mercury(II) trifluoromethanesulfonate;samarium triflate;silver triflate;silver trifluoromethanesulfonate;TFMSA cpd;triflic acid;trifluoromethanesulfonate;trifluoromethanesulfonic acid;trifluoromethanesulfonic acid, aluminum salt;trifluoromethanesulfonic acid, barium salt;trifluoromethanesulfonic acid, cerium (+3) salt;trifluoromethanesulfonic acid, cupric salt;trifluoromethanesulfonic acid, indium salt;trifluoromethanesulfonic acid, lanthanum (+3) salt;trifluoromethanesulfonic acid, lithium salt;trifluoromethanesulfonic acid, samarium salt;trifluoromethanesulfonic acid, silver (+1) salt;trifluoromethanesulfonic acid, zinc salt;zinc triflate

Chemical Property of Mercury(II) trifluoromethanesulfonate

Chemical Property:

• Vapor Pressure: 1.14mmHg at 25°C
• Melting Point: >350 °C
• Boiling Point: 162 °C at 760 mmHg
• PSA: 131.16000
• LogP: 2.26190
• Sensitive.: Moisture Sensitive
• Solubility.: It is soluble in H2O and CH3CN, fairly soluble in CH3NO2 and CH2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 0
• Exact Mass: 499.874693
• Heavy Atom Count: 17
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

Mercury(II) trifluoromethanesulfonate 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+,N,T,C
• Hazard Codes: T+,N,T,C
• Statements: 26/27/28-33-50/53
• Safety Statements: 13-28-36-45-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(F)(F)(F)S(=O)(=O)[O-].C(F)(F)(F)S(=O)(=O)[O-].[Hg+2]
• Uses: Hg(OTf)2 exhibits remarkable catalytic activity for the hydroxylative cyclization of 1,6-enynes. Mercuric triflate is a very versatile reagent and has been used for several organic catalytic transformations including C-C bond forming cyclizations, alkyne hydrations, heterocycle synthesis and very recently in C-N bond forming reactions. Commonly used as the metal source for Lewis acid catalyzed asymmetric reactions.

Technology Process of Mercury(II) trifluoromethanesulfonate

There total 6 articles about Mercury(II) 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:

trifluoromethylsulfonic anhydride (358-23-6) + mercury(II) oxide (12653-71-3) → mercuric triflate (49539-99-3,49540-00-3)

Guidance literature:

In acetonitrile; at 0 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.6b01144

Reference yield:

trifluorormethanesulfonic acid (1493-13-6) + mercury(II) oxide (12653-71-3) → mercuric triflate (49539-99-3,49540-00-3)

Guidance literature:

With acetonitrile; In water; addn. of HgO to 50% soln. of CF3SO3H; cooling to room temp., pptn., filtration, dissolution in boiling acetonitrile, hot filtration, evapn. of filtrate (yielded acetonitrile solvate), heating at 60°C and 1 mbar; elem. anal.;

DOI:10.1016/S0020-1693(00)83505-7

Reference yield:

trifluorormethanesulfonic acid (1493-13-6) + mercury → mercuric triflate (49539-99-3,49540-00-3)

Guidance literature:

in presence of air and catalyst;

upstream raw materials:

trifluorormethanesulfonic acid

mercury(II) oxide

dihydrogen peroxide

mercury bis(trifluoromethanethiolate)

Downstream raw materials:

phosgene

trifluoromethylsulfonic anhydride

copper(II) bis(trifluoromethanesulfonate)

Refernces

• 1、 Yamamoto, Hirofumi,Ueda, Maho,Yamasaki, Naoto,Fujii, Akiyoshi,Sasaki, Ikuo,Igawa, Kazunobu,Kasai, Yusuke,Imagawa, Hiroshi,Nishizawa, Mugio. "Aryl-Allene Cyclization via a Hg(OTf)2-Catalytic Pathway". supporting information. p. 2864 - 2867. Retrieved 2016/07/06.
• 2、 Stephens, Ashley K. W.,Dhillon, Ramesh,Lincoln, Stephen F.,Wainwright, Kevin P.. "Helicity interchange in the cadmium(II), mercury(II) and lead(II) complexes of 2 isomeric pendant arm tetraaza macrocyclic ligands". . p. 185 - 188. Retrieved 2008/10/08.