2-(4-Fluorophenyl)-2-phenylacetic acid

Base Information

• Chemical Name: 2-(4-Fluorophenyl)-2-phenylacetic acid
• CAS No.: 723-69-3
• Molecular Formula: C14H11FO2
• Molecular Weight: 230.23
• DSSTox Substance ID: DTXSID60395060
• Mol file: 723-69-3.mol

Synonyms:2-(4-Fluorophenyl)-2-phenylacetic acid;723-69-3;(4-Fluoro-phenyl)-phenyl-acetic acid;(4-Fluorophenyl)phenylacetic acid;2-(4-Fluorophenyl)-2-Phenylaceticacid;Benzeneacetic acid,4-fluoro-a-phenyl-;SCHEMBL3985471;DTXSID60395060;AR3872;MFCD01631958;AKOS000303254;AKOS022218234;AB87785;CS-0171263;FT-0632877;A837509

Chemical Property of 2-(4-Fluorophenyl)-2-phenylacetic acid

Chemical Property:

• Vapor Pressure: 2.22E-05mmHg at 25°C
• Melting Point: 104-106 °C
• Refractive Index: 1.582
• Boiling Point: 346.2 °C at 760 mmHg
• PKA: 4.73±0.10(Predicted)
• Flash Point: 163.2 °C
• PSA: 37.30000
• Density: 1.244 g/cm³
• LogP: 3.04220
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 230.07430775
• Heavy Atom Count: 17
• Complexity: 253

Purity/Quality:

99.0%Min ^*data from raw suppliers

2-(4-Fluorophenyl)-2-phenylaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(4-Fluorophenyl)-2-phenylacetic acid

There total 5 articles about 2-(4-Fluorophenyl)-2-phenylacetic acid 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: 75.0%

phenylacetic acid (103-82-2) + 1-Bromo-4-fluorobenzene (460-00-4) → 2-(4-fluorophenyl)-2-phenylacetic acid (723-69-3)

Guidance literature:

With palladium diacetate; potassium hexamethylsilazane; nixantphos; In toluene; at 110 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol503545j

Reference yield: 70.0%

carbon dioxide (124-38-9,18923-20-1) + 1-(4-fluorophenyl)-N,N,N-trimethyl-1-phenylmethanaminium trifluoromethanesulfonate → 2-(4-fluorophenyl)-2-phenylacetic acid (723-69-3)

Guidance literature:

With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; sodium carbonate; caesium carbonate; In N,N-dimethyl-formamide; at 25 - 30 ℃; for 36h; Schlenk technique; Glovebox; Sealed tube; Irradiation;

DOI:10.1021/jacs.8b08792

Reference yield: 62.0%

phenylacetic acid (103-82-2) + 1-Chloro-4-fluorobenzene (352-33-0) → 2-(4-fluorophenyl)-2-phenylacetic acid (723-69-3)

Guidance literature:

With palladium diacetate; potassium hexamethylsilazane; nixantphos; In toluene; at 110 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol503545j

upstream raw materials:

phenylacetic acid

1-Bromo-4-fluorobenzene

1-Chloro-4-fluorobenzene

carbon dioxide

Refernces

• 1、 Sha, Sheng-Chun,Zhang, Jiadi,Walsh, Patrick J.. "Palladium-Catalyzed ?±-Arylation of Aryl Acetic Acid Derivatives via Dienolate Intermediates with Aryl Chlorides and Bromides". supporting information. p. 410 - 413. Retrieved 2015/03/04.