[4-[4-(Trifluoromethylsulfonyloxy)phenyl]phenyl] trifluoromethanesulfonate

Base Information

• Chemical Name: [4-[4-(Trifluoromethylsulfonyloxy)phenyl]phenyl] trifluoromethanesulfonate
• CAS No.: 112752-02-0
• Molecular Formula: C₁₄H₈F₆O₆S₂
• Molecular Weight: 450.336
• European Community (EC) Number: 634-534-6
• DSSTox Substance ID: DTXSID70400215
• Wikidata: Q82203078
• Mol file: 112752-02-0.mol

Synonyms:112752-02-0;[4-[4-(trifluoromethylsulfonyloxy)phenyl]phenyl] trifluoromethanesulfonate;SCHEMBL1713465;DTXSID70400215;QOGGVQWGZDAVFU-UHFFFAOYSA-N;4,4/'-Biphenol bis(trifluoromethanesulfonate);4-[4-(trifluoromethanesulfonyloxy)phenyl]phenyl trifluoromethanesulfonate

Chemical Property of [4-[4-(Trifluoromethylsulfonyloxy)phenyl]phenyl] trifluoromethanesulfonate

Chemical Property:

• Melting Point: 64-66 °C(lit.)
• Boiling Point: 455.9±45.0 °C(Predicted)
• PSA: 103.50000
• Density: 1.622±0.06 g/cm3(Predicted)
• LogP: 5.97200
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 5
• Exact Mass: 449.96664929
• Heavy Atom Count: 28
• Complexity: 654

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC=C(C=C2)OS(=O)(=O)C(F)(F)F)OS(=O)(=O)C(F)(F)F

Technology Process of [4-[4-(Trifluoromethylsulfonyloxy)phenyl]phenyl] trifluoromethanesulfonate

There total 4 articles about [4-[4-(Trifluoromethylsulfonyloxy)phenyl]phenyl] 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: 94.0%

trifluoromethylsulfonic anhydride (358-23-6) + 4,4'-Dihydroxybiphenyl (92-88-6) → [1,1'-biphenyl]-4,4'-diyl bis(trifluoromethanesulfonate) (112752-02-0)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 21h;

DOI:10.1002/chem.202002486

Reference yield: 76.0%

Ethyl 4-bromobutyrate (2969-81-5) + 4-bromophenyl trifluoromethanesulfonate (66107-30-0) → diethyl suberate (2050-23-9) + Phenyl triflate (17763-67-6) + ethyl 4-(4-(((trifluoromethyl)sulfonyl)oxy)phenyl)butanoate (1365610-74-7) + butanoic acid ethyl ester (105-54-4) + [1,1'-biphenyl]-4,4'-diyl bis(trifluoromethanesulfonate) (112752-02-0)

Guidance literature:

With pyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; 1,10-Phenanthroline; NiI₂*3.5H₂O; sodium iodide; zinc; at 20 - 60 ℃; for 16h; chemoselective reaction;

DOI:10.1021/ja301769r

Reference yield: 57.0%

4-iodophenyl trifluoromethanesulfonate (109586-39-2) → [1,1'-biphenyl]-4,4'-diyl bis(trifluoromethanesulfonate) (112752-02-0)

Guidance literature:

With dipotassium hydrogenphosphate; digold(I)bis(diphenylphosphinomethane)dichloride; triethylamine; In methanol; acetonitrile; for 16h; Inert atmosphere; UV-irradiation;

DOI:10.1021/acs.orglett.6b02021

upstream raw materials:

trifluoromethylsulfonic anhydride

4,4'-Dihydroxybiphenyl

Ethyl 4-bromobutyrate

4-bromophenyl trifluoromethanesulfonate

Downstream raw materials:

biphenyl

4,4'-dideuterio-biphenyl

Refernces

• 1、 Kumar Chenniappan, Vinoth,Peck, Devin,Rahaim, Ronald. "Nickel catalyzed deoxygenative cross-coupling of benzyl alcohols with aryl-bromides". supporting information. . Retrieved 2020/03/03.
• 2、 Everson, Daniel A.,Jones, Brittany A.,Weix, Daniel J.. "Replacing conventional carbon nucleophiles with electrophiles: Nickel-catalyzed reductive alkylation of aryl bromides and chlorides". supporting information; experimental part. p. 6146 - 6159. Retrieved 2012/05/07.