4'-Formyl-biphenyl-4-carbonitrile

Base Information

• Chemical Name: 4'-Formyl-biphenyl-4-carbonitrile
• CAS No.: 50670-55-8
• Molecular Formula: C14H9NO
• Molecular Weight: 207.232
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID10374688
• Nikkaji Number: J2.042.460E
• Wikidata: Q82163273
• Mol file: 50670-55-8.mol

Synonyms:50670-55-8;4'-Formyl-biphenyl-4-carbonitrile;4-(4-formylphenyl)benzonitrile;4'-Formyl-[1,1'-biphenyl]-4-carbonitrile;4-(4-CYANOPHENYL)BENZALDEHYDE;4'-formyl[1,1'-biphenyl]-4-carbonitrile;SCHEMBL3189884;4'-formylbiphenyl-4-carbonitrile;DTXSID10374688;4'-cyano-4-biphenylcarboxaldehyde;RCQRVCXPHMXSRD-UHFFFAOYSA-N;AKOS004114132;BB 0222597;CS-0434600;4'-formyl-biphenyl-4-carbonitrile, AldrichCPR;F79979

Chemical Property of 4'-Formyl-biphenyl-4-carbonitrile

Chemical Property:

• PSA: 40.86000
• LogP: 3.03778
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 207.068413911
• Heavy Atom Count: 16
• Complexity: 274

Purity/Quality:

99%min ^*data from raw suppliers

4''-Formyl-[1,1''-biphenyl]-4-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=O)C2=CC=C(C=C2)C#N
• Uses: 4''-Formyl-[1,1''-biphenyl]-4-carbonitrile acts as a reagent in the synthesis of imidazolyl methylene biphenyls as inhibitors of CYP17.

Technology Process of 4'-Formyl-biphenyl-4-carbonitrile

There total 17 articles about 4'-Formyl-biphenyl-4-carbonitrile 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: 100.0%

4-bromobenzenecarbonitrile (623-00-7) + 4-formylphenylboronic acid, (87199-17-5) → 4-(4-cyanophenyl)-benzaldehyde (50670-55-8)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In tetrahydrofuran; water; at 80 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201410802

Reference yield: 98.0%

4-iodobenzonitrile (3058-39-7) + 4-formylphenylboronic acid, (87199-17-5) → 4-(4-cyanophenyl)-benzaldehyde (50670-55-8)

Guidance literature:

With potassium carbonate; In toluene;

DOI:10.1007/s10562-021-03719-0

Reference yield: 95.0%

4,5,7,8-tetrahydro-2-(4'-cyanophenyl)-6H-[1,3,6,2]dioxazaborocane (1280078-62-7) + 4-bromo-benzaldehyde (1122-91-4) → 4-(4-cyanophenyl)-benzaldehyde (50670-55-8)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium phosphate; copper(l) iodide; triphenylphosphine; In water; N,N-dimethyl-formamide; at 100 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.01.012

upstream raw materials:

4-bromobenzenecarbonitrile

4-formylphenylboronic acid,

4-iodobenzonitrile

4-bromo-benzaldehyde

Downstream raw materials:

4-Cyano-4'-hydroxymethyl-biphenyl

4'-{(R)-hydroxy[(S)-2-oxocyclopentyl]methyl}-1,1'-biphenyl-4-carbonitrile

2,4,6-tris(4′-formyl-biphenyl-4-yl)-[1,3,5]triazine

C₂₄H₁₉BF₂N₂O

Refernces

• 1、 Urgel, José I.,Ecija, David,Auw?rter, Willi,Stassen, Daphné,Bonifazi, Davide,Barth, Johannes V.. "Orthogonal insertion of lanthanide and transition-metal atoms in metal-organic networks on surfaces". . p. 6163 - 6167. Retrieved 2015.
• 2、 Walter, Isabell,Adam, Sebastian,Gentilini, Maria Virginia,Kany, Andreas M.,Brengel, Christian,Thomann, Andreas,Sparwasser, Tim,K?hnke, Jesko,Hartmann, Rolf W.. "Structure-Activity Relationship and Mode-Of-Action Studies Highlight 1-(4-Biphenylylmethyl)-1H-imidazole-Derived Small Molecules as Potent CYP121 Inhibitors". supporting information. p. 2786 - 2801. Retrieved 2021/06/27.
• 3、 Clark, Kyle J.,Ess, Daniel H.,Jensen, Christopher A.,Kenney, Karissa C.,Larson, Alexandra J. S.,Martinez, Erin E.,Michaelis, David J.,Nazari, S. Hadi,Smith, Stacey J.,Valdivia-Berroeta, Gabriel A.. "Monosubstituted, Anionic Imidazolyl Ligands from N?H NHC Precursors and Their Activity in Pd-Catalyzed Cross-Coupling Reactions". supporting information. . Retrieved 2020/07/06.