4-Bromophenyl trifluoromethanesulfonate

Base Information

• Chemical Name: 4-Bromophenyl trifluoromethanesulfonate
• CAS No.: 66107-30-0
• Molecular Formula: C7H4BrF3O3S
• Molecular Weight: 305.072
• Hs Code.: 2905190098
• DSSTox Substance ID: DTXSID20926298
• Nikkaji Number: J531.199C
• Wikidata: Q82900794
• Mol file: 66107-30-0.mol

Synonyms:4-Bromophenyl trifluoromethanesulfonate;66107-30-0;4-Bromophenyltriflate;(4-bromophenyl) trifluoromethanesulfonate;4-Bromophenyl trifluoromethanesulphonate;SCHEMBL1133421;DTXSID20926298;MFCD07784325;4-Bromophenol trifluoromethanesulfonate;BS-49439;CS-0322706;E83924;A805909

Chemical Property of 4-Bromophenyl trifluoromethanesulfonate

Chemical Property:

• Boiling Point: 100-102 °C(Press: 3.2 Torr)
• PSA: 51.75000
• Density: 1.826±0.06 g/cm3(Predicted)
• LogP: 3.75830
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 303.90166
• Heavy Atom Count: 15
• Complexity: 300

Purity/Quality:

98% ^*data from raw suppliers

4-Bromophenyl trifluoromethanesulfonate 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1OS(=O)(=O)C(F)(F)F)Br

Technology Process of 4-Bromophenyl trifluoromethanesulfonate

There total 4 articles about 4-Bromophenyl 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%

4-bromo-phenol (106-41-2) + trifluoromethylsulfonic anhydride (358-23-6) → 4-bromophenyl trifluoromethanesulfonate (66107-30-0)

Guidance literature:

With pyridine; In dichloromethane; at -78 ℃; Inert atmosphere;

DOI:10.1039/c2ob25116g

Reference yield: 81.0%

polymer, 1.6 mmol/g NTf2 units; monomer(s): styrene; 1,4-bis(4-vinylphenoxy)butane; N-(4-vinylphenyl)trifluoromethanesulfonimide + 4-bromo-phenol (106-41-2) → 4-bromophenyl trifluoromethanesulfonate (66107-30-0)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1016/j.tet.2004.10.108

Reference yield: 49.0%

4-Bromophenylboronic acid (5467-74-3) + sodium triflate (2926-30-9) → 4-bromophenyl trifluoromethanesulfonate (66107-30-0)

Guidance literature:

With 5,5-dioxido-2,8-bis(trifluoromethyl)-10H-dibenzo[b,e][1,4]thiabismin-10-yl trifluoromethanesulfonate; sodium phosphate; 2,6-dichloro-1-fluoropyridin-1-ium tetrafluoroborate; In chloroform; at 60 ℃; for 16h; Molecular sieve; Inert atmosphere;

DOI:10.1021/jacs.0c05343

upstream raw materials:

4-bromo-phenol

trifluoromethylsulfonic anhydride

Phenyl triflate

4-Bromophenylboronic acid

Downstream raw materials:

1,4-dioctylbenzene

1,4-benzenedicarboxylic acid dimethyl ester

4-methoxycarbonylphenyl bromide

(E)-1-(4-bromophenyl)-3-phenylprop-2-en-1-one

Refernces

• 1、 Pospech, Jola,Taeufer, Tobias. "Palladium-Catalyzed Synthesis of N, N-Dimethylanilines via Buchwald-Hartwig Amination of (Hetero)aryl Triflates". . p. 7097 - 7111. Retrieved 2020/06/27.
• 2、 Cornella, Josep,Peciukenas, Vytautas,Planas, Oriol. "Bismuth-Catalyzed Oxidative Coupling of Arylboronic Acids with Triflate and Nonaflate Salts". supporting information. p. 11382 - 11387. Retrieved 2020/07/14.