Biphenyl-3,4'-dicarboxylic acid

Base Information

• Chemical Name: Biphenyl-3,4'-dicarboxylic acid
• CAS No.: 92152-01-7
• Molecular Formula: C14H10 O4
• Molecular Weight: 242.231
• Hs Code.: 2917399090
• European Community (EC) Number: 831-764-0
• DSSTox Substance ID: DTXSID00468424
• Nikkaji Number: J802.791I
• Wikidata: Q82295612
• Mol file: 92152-01-7.mol

Synonyms:92152-01-7;BIPHENYL-3,4'-DICARBOXYLIC ACID;[1,1'-Biphenyl]-3,4'-dicarboxylic acid;3-(4-carboxyphenyl)benzoic Acid;MFCD00728324;[1,1'-Biphenyl]-3,4'-dicarboxylicacid;4-(3-carboxyphenyl)benzoic acid;3,4'-bibenzoic acid;3,4'-biphenyldicarboxylic;SCHEMBL69066;YSZC759;DTXSID00468424;GSYIVQLTSZFJRV-UHFFFAOYSA-N;AKOS003619337;BS-29786;CS-0156957;D82813;Vaj

Chemical Property of Biphenyl-3,4'-dicarboxylic acid

Chemical Property:

• Melting Point: 332 °C
• Boiling Point: 503.1±43.0 °C(Predicted)
• PKA: 4.03±0.10(Predicted)
• PSA: 74.60000
• Density: 1.347±0.06 g/cm3(Predicted)
• LogP: 2.75000
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 242.05790880
• Heavy Atom Count: 18
• Complexity: 318

Purity/Quality:

98.5% ^*data from raw suppliers

Biphenyl-3,4''-dicarboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Biphenyl-3,4'-dicarboxylic acid

There total 12 articles about Biphenyl-3,4'-dicarboxylic 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-Carboxyphenylboronic acid (25487-66-5) + para-chlorobenzoic acid (74-11-3) → biphenyl-3,4′-dicarboxylic acid (92152-01-7)

Guidance literature:

With sodium 2'‐(dicyclohexylphosphaneyl)‐2,6‐diisopropyl‐[1,1'‐biphenyl]‐3‐sulfonate; palladium diacetate; potassium carbonate; In water; at 50 ℃; for 8h;

DOI:10.1002/anie.200502017

Reference yield: 95.0%

→ biphenyl-3,4′-dicarboxylic acid (92152-01-7)

Guidance literature:

Reference yield: 90.0%

4'-ethyl-3-methyl biphenyl-3,4'-dicarboxylate (1201925-74-7) → biphenyl-3,4′-dicarboxylic acid (92152-01-7)

Guidance literature:

4'-ethyl-3-methyl biphenyl-3,4'-dicarboxylate; With water; sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃;

With hydrogenchloride; In tetrahydrofuran; water;

DOI:10.1002/anie.200904722

upstream raw materials:

3,4'-dimethylbiphenyl

para-bromotoluene

4-carboxyphenylboronic acid

3-Iodobenzoic acid

Downstream raw materials:

3,4'-dibenzoylbiphenyl dihydrazone

3,4'-dibenzoylbiphenyl

3,4'-bis(phenyldiazomethyl)biphenyl

isophthalic acid

Refernces

• 1、 Li, Jian-Rong,Zhou, Hong-Cai. "Metal-organic hendecahedra assembled from dinuclear paddlewheel nodes and mixtures of ditopic linkers with 120 and 90° bend angles". supporting information; experimental part. p. 8465 - 8468. Retrieved 2009/12/26.
• 2、 Anderson, Kevin W.,Buchwald, Stephen L.. "General catalysts for the Suzuki-Miyaura and Sonogashira coupling reactions of aryl chlorides and for the coupling of challenging substrate combinations in water". . p. 6173 - 6177. Retrieved 2007/10/03.