2',4'-Difluoro(1,1'-biphenyl)-4-yl acetate

Base Information

• Chemical Name: 2',4'-Difluoro(1,1'-biphenyl)-4-yl acetate
• CAS No.: 59089-67-7
• Molecular Formula: C14H10 F2 O2
• Molecular Weight: 248.229
• European Community (EC) Number: 261-598-9
• UNII: T8D6U8NYW3
• DSSTox Substance ID: DTXSID00207830
• Nikkaji Number: J308.615A
• Wikidata: Q83081831
• Mol file: 59089-67-7.mol

Synonyms:59089-67-7;2',4'-Difluoro(1,1'-biphenyl)-4-yl acetate;[4-(2,4-difluorophenyl)phenyl] acetate;T8D6U8NYW3;4-Acetoxy-2',4'-difluorobiphenyl;EINECS 261-598-9;2',4'-difluoro[1,1'-biphenyl]-4-yl acetate;UNII-T8D6U8NYW3;SCHEMBL9069984;DTXSID00207830;2',4'-Difluoro-1,1'-biphenyl-4-ol acetate;(1,1'-BIPHENYL)-4-OL, 2',4'-DIFLUORO-, 4-ACETATE

Chemical Property of 2',4'-Difluoro(1,1'-biphenyl)-4-yl acetate

Chemical Property:

• Boiling Point: 319.2oC at 760 mmHg
• Flash Point: 142.1oC
• PSA: 26.30000
• Density: 1.236g/cm3
• LogP: 3.55710
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 248.06488588
• Heavy Atom Count: 18
• Complexity: 288

Purity/Quality:

99.9% ^*data from raw suppliers

4-Acetoxy-2'',4''-difluorobiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC=C(C=C1)C2=C(C=C(C=C2)F)F

Technology Process of 2',4'-Difluoro(1,1'-biphenyl)-4-yl acetate

There total 5 articles about 2',4'-Difluoro(1,1'-biphenyl)-4-yl acetate 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: 43.0%

1-(2',4'difluoro[1,1']biphenyl-4-yl)ethanone (53591-79-0) + acetic acid (64-19-7,77671-22-8) → 4-(2,4-difluorophenyl)phenyl acetate (59089-67-7)

Guidance literature:

With sodium hydrogen sulfate monohydrate; dihydrogen peroxide; In water; toluene; at 60 ℃; for 48h;

Reference yield:

p-Iodophenol (540-38-5) → 4-(2,4-difluorophenyl)phenyl acetate (59089-67-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / pyridine / 14 h / 20 °C

2: Pd(PPh₃)4; aq. Na₂CO₃ / toluene; ethanol / 20 h / Heating

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; toluene; 2: Suzuki coupling;

DOI:10.1021/jm030347n

Reference yield:

4-acetoxyiodobenzene (33527-94-5) + 2,4-difluorophenylboronic acid (144025-03-6) → 4-(2,4-difluorophenyl)phenyl acetate (59089-67-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; toluene; for 20h; Heating;

DOI:10.1021/jm030347n

upstream raw materials:

2,4-difluorobiphenyl

acetic anhydride

4-acetoxyiodobenzene

2,4-difluorophenylboronic acid

Downstream raw materials:

2',4'-difluoro-4-hydroxybiphenyl-3-carboxylic acid

4-(2,4-difluorophenyl)-phenol

Refernces

• 1、 Adamski-Werner, Sara L.,Palaninathan, Satheesh K.,Sacchettini, James C.,Kelly, Jeffery W.. "Diflunisal Analogues Stabilize the Native State of Transthyretin. Potent Inhibition of Amyloidogenesis". . p. 355 - 374. Retrieved 2007/10/03.