Biphenyl-3,3'-dicarboxylic acid

Base Information

• Chemical Name: Biphenyl-3,3'-dicarboxylic acid
• CAS No.: 612-87-3
• Molecular Formula: C14H10 O4
• Molecular Weight: 242.231
• Hs Code.: 2917399090
• NSC Number: 78785
• UNII: 2UC22J7S82
• DSSTox Substance ID: DTXSID10210113
• Nikkaji Number: J136.473A
• Wikidata: Q83084674
• Mol file: 612-87-3.mol

Synonyms:612-87-3;BIPHENYL-3,3'-DICARBOXYLIC ACID;m,m'-Dicarboxybiphenyl;3-(3-carboxyphenyl)benzoic acid;[1,1'-Biphenyl]-3,3'-dicarboxylic acid;3,3'-Biphenyldicarboxylic acid;3,3'-Bibenzoic acid;BRN 1971768;AI3-17978;2UC22J7S82;(1,1'-Biphenyl)-3,3'-dicarboxylic acid;(1,1'-Biphenyl)-3,3'-dicarboxylic acid (9CI);4-09-00-03562 (Beilstein Handbook Reference);Biphenyl-3,3'-dicarboxylicacid;m,m-Dicarboxybiphenyl;3,3'-Diphenic acid;[1,1'-Biphenyl]-3,3'-dicarboxylicacid;ChemDiv2_000184;[1,3'-dicarboxylic acid;NCIOpen2_004257;Oprea1_552525;SCHEMBL71238;UNII-2UC22J7S82;YSCH0092;DTXSID10210113;HMS1369I08;NSC78785;MFCD00845987;NSC 78785;NSC-78785;AKOS001482412;CCG-103342;1,1'-biphenyl-3,3'-dicarboxylic acid;AS-44347;LS-44300;CS-0110270;EU-0000364;SR-01000391100;SR-01000391100-1

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

Chemical Property:

• Melting Point: 330-332 °C
• Boiling Point: 524.4±43.0 °C(Predicted)
• PKA: 3.77±0.10(Predicted)
• Flash Point: 285oC
• PSA: 74.60000
• Density: 1.347±0.06 g/cm3(Predicted)
• LogP: 2.75000
• 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: 294

Purity/Quality:

99.5% ^*data from raw suppliers

Biphenyl-3,3''-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(=CC=C2)C(=O)O

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

There total 3 articles about Biphenyl-3,3'-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:

3,3'-dibromo-[1,1'-biphenyl]-4,4'-diamine (34237-98-4) → biphenyl-3,3'-dicarboxylic acid (612-87-3)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous HCl / Diazotization_.Behandlung der Diazoniumsalz-Loesung mit wss. H₃PO₂

2: butyl lithium; diethyl ether / Aufgiessen der Reaktionsloesungen auf festes Kohlendioxid

With hydrogenchloride; n-butyllithium; diethyl ether;

DOI:10.1021/ja01169a076

Reference yield:

[1,1']bianthryl-9,10,9',10'-tetraone (914-20-5) → biphenyl-3,3'-dicarboxylic acid (612-87-3) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

With potassium hydroxide; water; at 200 ℃;

Reference yield:

3-Carboxyphenylboronic acid (25487-66-5) + methyl 2-(6-bromobenzofuran-3-yl)acetate → biphenyl-3,3'-dicarboxylic acid (612-87-3) + C18H14O5

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride; In water; acetonitrile; at 90 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.bmc.2021.116315

upstream raw materials:

[1,1']bianthryl-9,10,9',10'-tetraone

3,3'-dibromo-[1,1'-biphenyl]-4,4'-diamine

3-Carboxyphenylboronic acid

Downstream raw materials:

3,3'-dicarbethoxybiphenyl

C₈₀H₄₈B₂N₆O₄

biphenyl-3,3'-dicarboxylic acid bis(2,5-dioxopyrrolidin-1-yl) ester

[3'-(4-tert-Butyl-benzoyl)-biphenyl-3-yl]-(4-tert-butyl-phenyl)-methanone

Refernces