3-Chlorophenyl trifluoromethanesulfonate

Base Information

• Chemical Name: 3-Chlorophenyl trifluoromethanesulfonate
• CAS No.: 86364-03-6
• Molecular Formula: C7H4ClF3O3S
• Molecular Weight: 260.621
• Hs Code.: 2905190098
• DSSTox Substance ID: DTXSID20522794
• Nikkaji Number: J1.135.800D
• Wikidata: Q82388386
• Mol file: 86364-03-6.mol

Synonyms:86364-03-6;3-chlorophenyl trifluoromethanesulfonate;3-Chlorophenyl trifluoromethanesulphonate;(3-chlorophenyl) trifluoromethanesulfonate;3-Chlorophenyl triflate;Methanesulfonic acid, trifluoro-, 3-chlorophenyl ester;SCHEMBL84587;DTXSID20522794;3-Chlorophenyltrifluoromethanesulfonate;AKOS038287395;BS-46020;CS-0459238;E83920

Chemical Property of 3-Chlorophenyl trifluoromethanesulfonate

Chemical Property:

• Boiling Point: 272.1±40.0 °C(Predicted)
• PSA: 51.75000
• Density: 1.600±0.06 g/cm3(Predicted)
• LogP: 3.64920
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 259.9521773
• Heavy Atom Count: 15
• Complexity: 308

Purity/Quality:

98% ^*data from raw suppliers

3-Chlorophenyltrifluoromethanesulphonate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 3-Chlorophenyl trifluoromethanesulfonate

There total 4 articles about 3-Chlorophenyl 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: 97.0%

3-monochlorophenol (108-43-0) + trifluoromethylsulfonic anhydride (358-23-6) → 3-chloro-1-trifluoromethanesulfonyloxybenzene (86364-03-6)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/chem.200903319

Reference yield: 91.0%

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + 3-monochlorophenol (108-43-0) → 3-chloro-1-trifluoromethanesulfonyloxybenzene (86364-03-6)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 2h;

Reference yield: 80.0%

trifluorormethanesulfonic acid (1493-13-6) + 3-chlorobenzenediazonium tetrafluoroborate (456-39-3) → 3-chloro-1-trifluoromethanesulfonyloxybenzene (86364-03-6)

Guidance literature:

at 90 ℃; for 1h;

upstream raw materials:

3-monochlorophenol

trifluoromethylsulfonic anhydride

trifluorormethanesulfonic acid

3-chlorobenzenediazonium tetrafluoroborate

Downstream raw materials:

2-(3-chlorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

3-chloro-2-trifluoromethanesulphonylphenol

3-chlorobenzophenone

3-(2-phenylethynyl)phenyl trifluoromethanesulfonate

Refernces

• 1、 Reeves, Emily K.,Humke, Jenna N.,Neufeldt, Sharon R.. "N-Heterocyclic Carbene Ligand-Controlled Chemodivergent Suzuki-Miyaura Cross Coupling". . p. 11799 - 11812. Retrieved 2019/10/11.
• 2、 Park, Jung-Woo,Kang, Bubwoong,Dong, Vy M.. "Catalytic Alkyne Arylation Using Traceless Directing Groups". supporting information. p. 13598 - 13602. Retrieved 2018/09/25.