Methanesulfonic acid, trifluoro-, [1,1'-biphenyl]-2-yl ester

Base Information

• Chemical Name: Methanesulfonic acid, trifluoro-, [1,1'-biphenyl]-2-yl ester
• CAS No.: 17763-65-4
• Molecular Formula: C13H9F3O3S
• Molecular Weight: 302.274
• DSSTox Substance ID: DTXSID80447818
• Nikkaji Number: J376.926G
• Wikidata: Q82266712
• Mol file: 17763-65-4.mol

Synonyms:Methanesulfonic acid, trifluoro-, [1,1'-biphenyl]-2-yl ester;biphenyl triflate;17763-65-4;SCHEMBL367003;DTXSID80447818;RKXHGAAXTVZDNE-UHFFFAOYSA-N;2-(Trifluoromethylsulfonyloxy)biphenyl

Chemical Property of Methanesulfonic acid, trifluoro-, [1,1'-biphenyl]-2-yl ester

Chemical Property:

• PSA: 51.75000
• LogP: 4.66280
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 302.02244980
• Heavy Atom Count: 20
• Complexity: 408

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=CC=C2OS(=O)(=O)C(F)(F)F

Technology Process of Methanesulfonic acid, trifluoro-, [1,1'-biphenyl]-2-yl ester

There total 4 articles about Methanesulfonic acid, trifluoro-, [1,1'-biphenyl]-2-yl ester 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: 57.1%

2-(trifluoromethanesulfonyl)oxy-bromobenzene (129112-25-0) + phenylboronic acid (98-80-6) → 2-Bromobiphenyl (2052-07-5) + o-terphenyl (84-15-1) + biphenyl-2-yl trifluoromethanesulfonate (17763-65-4)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium carbonate; 1,4-di(diphenylphosphino)-butane; In water; toluene; for 16h; Inert atmosphere; Heating;

DOI:10.1002/ejoc.201801286

Reference yield: 33.0%

2-(trifluoromethanesulfonyl)oxy-bromobenzene (129112-25-0) + phenylboronic acid (98-80-6) → o-terphenyl (84-15-1) + biphenyl-2-yl trifluoromethanesulfonate (17763-65-4) + 2-Phenylphenol (90-43-7,287950-96-3)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; Heating;

DOI:10.1016/S0040-4039(00)88848-6

Reference yield: 14.0%

2-iodophenyltrifluoromethanesulfonic acid (129112-26-1) + phenylboronic acid (98-80-6) → o-terphenyl (84-15-1) + biphenyl-2-yl trifluoromethanesulfonate (17763-65-4) + 2-Phenylphenol (90-43-7,287950-96-3)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; Heating;

DOI:10.1016/S0040-4039(00)88848-6

upstream raw materials:

2-(trifluoromethanesulfonyl)oxy-bromobenzene

phenylboronic acid

2-iodophenyltrifluoromethanesulfonic acid

1,4-bromoiodobenzene

Downstream raw materials:

2-(phenylethynyl)-1,1'-biphenyl

2-fluorobiphenyl

N-(9H-fluoren-9-ylidene)-2,6-diisopropylaniline

[1,1′-biphenyl]-2-yldiphenylphosphane

Refernces

• 1、 -. "PRODUCING METHOD OF MONO-COUPLING BODY". Paragraph 0056; 0057; 0064. . Retrieved 2016/10/07.