2-([1,1'-Biphenyl]-2-yl)acetic acid

Base Information

• Chemical Name: 2-([1,1'-Biphenyl]-2-yl)acetic acid
• CAS No.: 14676-52-9
• Molecular Formula: C14H12 O2
• Molecular Weight: 212.248
• Hs Code.: 2916399090
• NSC Number: 97781
• DSSTox Substance ID: DTXSID90294739
• Nikkaji Number: J105.148B
• Wikidata: Q82034192
• Mol file: 14676-52-9.mol

Synonyms:3-biphenylylacetic acid;4-biphenylylacetic acid;biphenylacetic acid;biphenylylacetic acid;biphenylylacetic acid, 14C-labeled;felbinac;Traxam

Chemical Property of 2-([1,1'-Biphenyl]-2-yl)acetic acid

Chemical Property:

• Boiling Point: 402.2°Cat760mmHg
• Flash Point: 299°C
• PSA: 37.30000
• Density: 1.165g/cm³
• LogP: 2.98070
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 212.083729621
• Heavy Atom Count: 16
• Complexity: 231

Purity/Quality:

99%, ^*data from raw suppliers

Biphenyl-2-ylaceticacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=CC=C2CC(=O)O

Technology Process of 2-([1,1'-Biphenyl]-2-yl)acetic acid

There total 27 articles about 2-([1,1'-Biphenyl]-2-yl)acetic 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: 98.0%

ortho-bromophenylacetic acid (18698-97-0) + phenylboronic acid (98-80-6) → biphenylacetic acid (14676-52-9)

Guidance literature:

With palladium diacetate; sodium carbonate; In water; N,N-dimethyl-formamide; at 100 ℃; for 1h;

Reference yield: 95.0%

2-biphenyl-2-ylacetamide (1226855-77-1) → biphenylacetic acid (14676-52-9)

Guidance literature:

With sulfuric acid; at 100 ℃; for 20h;

DOI:10.1021/acs.joc.6b02353

Reference yield: 88.0%

carbon dioxide (124-38-9,18923-20-1) + 1-([1,1'-biphenyl]-2-yl)-N,N,N-trimethylmethanaminium trifluoromethanesulfonate → biphenylacetic acid (14676-52-9)

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

upstream raw materials:

2-(biphenyl-2-yl)acetonitrile

diazomethane

o-phenylbenzoyl chloride

hydrogenchloride

Downstream raw materials:

9-Acetoxy-phenanthren

1-(biphenyl-2-ylacetyl)-4-[(6-fluoro-2-naphthyl)methyl]piperazine hydrochloride

1-(biphenyl-2-ylacetyl)-4-[(6-fluoro-2-naphthyl)methyl]-1,4-diazepane hydrochloride

9H-fluorene

Refernces

• 1、 Jaiswal, Yogesh,Kumar, Yogesh,Thakur, Rima,Pal, Jagannath,Subramanian, Ranga,Kumar, Amit. "Primary Amide Directed Regioselective ortho-C-H-Arylation of (Aryl)Acetamides". . p. 12499 - 12505. Retrieved 2016.
• 2、 Hayakawa, Kazuki,Ikai, Kana,Ogiwara, Yohei,Sakai, Norio,Sakurai, Yuka. "Palladium-catalyzed intramolecular aromatic C-H acylation of 2-arylbenzoyl fluorides". . p. 1882 - 1893. Retrieved 2021/08/13.
• 3、 Wang, Lin,Neumann, Helfried,Beller, Matthias. "A General, Activator-Free Palladium-Catalyzed Synthesis of Arylacetic and Benzoic Acids from Formic Acid". supporting information. p. 6910 - 6914. Retrieved 2018/06/04.