3-Biphenylacetic acid

Base Information

• Chemical Name: 3-Biphenylacetic acid
• CAS No.: 23948-77-8
• Molecular Formula: C14H12O2
• Molecular Weight: 212.248
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID00178652
• Nikkaji Number: J78.966F
• Wikidata: Q83049114
• ChEMBL ID: CHEMBL142396
• Mol file: 23948-77-8.mol

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

Chemical Property of 3-Biphenylacetic acid

Chemical Property:

• Vapor Pressure: 1.33E-06mmHg at 25°C
• Melting Point: 135-137 °C
• Refractive Index: 1.595
• Boiling Point: 384.618 °C at 760 mmHg
• PKA: 4.25±0.10(Predicted)
• Flash Point: 281.471 °C
• PSA: 37.30000
• Density: 1.165 g/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-3-yl-acetic acid 95+% ^*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(=C2)CC(=O)O

Technology Process of 3-Biphenylacetic acid

There total 22 articles about 3-Biphenylacetic 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: 99.0%

3-Bromophenylacetic acid (1878-67-7) + phenylboronic acid (98-80-6) → 1,1'-biphenyl-3-ylacetic acid (23948-77-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; at 100 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.bmc.2011.12.009

Reference yield: 99.0%

2-biphenyl-3yl-acetic acid methyl ester (75852-28-7) → 1,1'-biphenyl-3-ylacetic acid (23948-77-8)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 16h;

DOI:10.1021/jm070678q

Reference yield: 85.0%

Biphenyl-3-yl-acetic acid benzyl ester (220099-04-7) → 1,1'-biphenyl-3-ylacetic acid (23948-77-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 12h; under 760 Torr;

DOI:10.1016/S0960-894X(98)00598-8

upstream raw materials:

3-phenylacetophenone

2-([1,1'-biphenyl]-3-yl)acetonitrile

3-(2-hydroxy-1-ethyl)-1,1'-biphenyl

2-biphenyl-3yl-acetic acid methyl ester

Downstream raw materials:

C₂₅H₂₂N₂O₂

(13E)-9,15-dioxo-16-(3-phenylphenyl)-17,18,19,20-tetranol-5-thia-8-aza-10-oxaprost-13-enoic acid-n-butylester

4-[(2-{(4S)-4-[(1E,3S)-4-(1,1'-biphenyl-3-yl)-3-hydroxybut-1-enyl]-2-oxo-1,3-oxazolidin-3-yl}ethyl)sulfanyl]butanoic acid

OMDM₁₂₉

Refernces

• 1、 Jin, Yushu,Toriumi, Naoyuki,Iwasawa, Nobuharu. "Visible-Light-Enabled Carboxylation of Benzyl Alcohol Derivatives with CO2 Using a Palladium/Iridium Dual Catalyst". . . Retrieved 2021/12/14.
• 2、 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.