(4'-Cyano-[1,1'-biphenyl]-4-yl)boronic acid

Base Information

• Chemical Name: (4'-Cyano-[1,1'-biphenyl]-4-yl)boronic acid
• CAS No.: 406482-73-3
• Molecular Formula: C13H10 B N O2
• Molecular Weight: 223.039
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID60451756
• Nikkaji Number: J3.442.303B
• Wikidata: Q82271955
• Mol file: 406482-73-3.mol

Synonyms:406482-73-3;(4'-Cyano-[1,1'-biphenyl]-4-yl)boronic acid;[4-(4-cyanophenyl)phenyl]boronic Acid;4'-cyano-1,1'-biphenyl-4-ylboronic acid,;4'-cyano-1,1'-biphenyl-4-ylboronic acid;4-Cyanobiphenylboric Acid;MFCD08275641;C13H10BNO2;4-Cyano-biphenylboric acid;(4'-Cyano-[1,1'-biphenyl]-4-yl)boronicacid;SCHEMBL15333016;DTXSID60451756;AKOS016005079;s11104;AS-54516;SY274505;4'-(Dihydroxyboryl)biphenyl-4-carbonitrile;CS-0060226;(4'-Cyano[1,1'-biphenyl]-4-yl)boronic acid;Boronicacid,b-(4'-cyano[1,1'-biphenyl]-4-yl)-;4 inverted exclamation mark -Cyanobiphenyl-4-boronic Acid

Chemical Property of (4'-Cyano-[1,1'-biphenyl]-4-yl)boronic acid

Chemical Property:

• Melting Point: 190.5-191.5 °C
• Boiling Point: 455.1±55.0 °C(Predicted)
• PKA: 8.37±0.17(Predicted)
• PSA: 64.25000
• Density: 1.26±0.1 g/cm3(Predicted)
• LogP: 0.90508
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 223.0804587
• Heavy Atom Count: 17
• Complexity: 283

Purity/Quality:

98%,99%, ^*data from raw suppliers

4''-Cyano-1,1''-biphenyl-4-ylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)C2=CC=C(C=C2)C#N)(O)O
• Uses: 4''-cyano-1,1''-biphenyl-4-ylboronic acid,

Technology Process of (4'-Cyano-[1,1'-biphenyl]-4-yl)boronic acid

There total 6 articles about (4'-Cyano-[1,1'-biphenyl]-4-yl)boronic 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: 91.0%

4’-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1’-biphenyl]-4-carbonitrile (406482-72-2) → (4'-cyano-[1,1'-biphenyl]-4-yl)boronic acid (406482-73-3)

Guidance literature:

With sodium periodate; ammonium acetate; In water; acetone; at 20 ℃; for 18h;

DOI:10.1021/jo016131f

Reference yield: 32.0%

→ (4'-cyano-[1,1'-biphenyl]-4-yl)boronic acid (406482-73-3)

Guidance literature:

With potassium carbonate; In ethanol; water; at 50 ℃; for 5h; Inert atmosphere;

Reference yield:

4-iodobenzonitrile (3058-39-7) + 1,4-Phenyldiboronic acid (4612-26-4) → (4'-cyano-[1,1'-biphenyl]-4-yl)boronic acid (406482-73-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; water; for 6h; Reflux;

DOI:10.1016/j.saa.2021.120520

upstream raw materials:

4’-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1’-biphenyl]-4-carbonitrile

4'-bromobiphenyl-4-carbonitrile

4-Bromophenylboronic acid

4-iodobenzonitrile

Downstream raw materials:

[1,4';1',1'';4'',1''';4''',1'''';4'''',1''''']sexiphenyl-4,4'''''-dicarbonitrile

C₄₁H₃₉NO₄

C₄₂H₄₁NO₅

Refernces

• 1、 Arcos-Ramos, Rafael,Carreón-Castro, María del Pilar,Farfán, Norberto,González-Rodríguez, Edgar,Guzmán-Juárez, Brenda,Maldonado-Domínguez, Mauricio,Miranda-Olvera, Montserrat,Santillan, Rosa. "Effect of the π-bridge on the light absorption and emission in push-pull coumarins and on their supramolecular organization". supporting information. . Retrieved 2021/11/08.
• 2、 Oesch, David,Luedtke, Nathan W.. "Fluorescent chemosensors of carbohydrate triols exhibiting TICT emissions". supporting information. p. 12641 - 12644. Retrieved 2015/08/06.