4'-Formyl-[1,1'-biphenyl]-2-carbonitrile

Base Information

• Chemical Name: 4'-Formyl-[1,1'-biphenyl]-2-carbonitrile
• CAS No.: 135689-93-9
• Molecular Formula: C14H9NO
• Molecular Weight: 207.232
• Hs Code.: 2926909090
• European Community (EC) Number: 868-323-7
• DSSTox Substance ID: DTXSID00362731
• Nikkaji Number: J1.575.818J
• Wikidata: Q72458282
• Mol file: 135689-93-9.mol

Synonyms:135689-93-9;4'-Formyl-[1,1'-biphenyl]-2-carbonitrile;2-(4-formylphenyl)benzonitrile;2'-Cyano-1,1'-biphenyl-4-carboxaldehyde;4'-formylbiphenyl-2-carbonitrile;4-(2-cyanophenyl)benzaldehyde;2-cyano-4'-formylbiphenyl;2'-Cyano-4-formylbiphenyl;SCHEMBL2572;2'-Cyano-4-formyl-biphenyl;2'-cyanobiphenyl-4-carbaldehyde;DTXSID00362731;4'-formyl biphenyl-2-carbonitrile;MFCD05979418;AKOS004113722;AS-64603;4'-Formyl[1,1'-biphenyl]-2-carbonitrile;BB 0222599;CS-0196268;FT-0652189;EN300-105166;W18905;A806971;A1-29391;Z1379303660;2 inverted exclamation mark -Cyano-1,1 inverted exclamation mark -biphenyl-4-carboxaldehyde

Chemical Property of 4'-Formyl-[1,1'-biphenyl]-2-carbonitrile

Chemical Property:

• Vapor Pressure: 5.31E-07mmHg at 25°C
• Refractive Index: 1.62
• Boiling Point: 412.1 °C at 760 mmHg
• Flash Point: 203 °C
• PSA: 40.86000
• Density: 1.19 g/cm³
• LogP: 3.03778
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 207.068413911
• Heavy Atom Count: 16
• Complexity: 282

Purity/Quality:

99% ^*data from raw suppliers

4''-Formylbiphenyl-2-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C#N)C2=CC=C(C=C2)C=O
• Uses: 4''-Formylbiphenyl-2-carbonitrile is an impurity of Telmisartan (T017000), an angiotensin II receptor antagonist.

Technology Process of 4'-Formyl-[1,1'-biphenyl]-2-carbonitrile

There total 25 articles about 4'-Formyl-[1,1'-biphenyl]-2-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: 95.0%

o-cyanobromobenzene (2042-37-7) + 4-formylphenylboronic acid, (87199-17-5) → 4-(2-Cyanophenyl)benzaldehyde (135689-93-9)

Guidance literature:

With potassium carbonate; In ethanol; water; at 50 ℃; for 19h;

DOI:10.1002/adsc.201100186

Reference yield: 90.0%

4-bromo-benzaldehyde (1122-91-4) + 2-cyanophenylzinc-bromide (131379-17-4) → 4-(2-Cyanophenyl)benzaldehyde (135689-93-9)

Guidance literature:

bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 160 ℃; for 0.0166667h; microwave irradiation;

DOI:10.1055/s-2001-18739

Reference yield: 78.0%

2-(4,4-dibromomethylphenyl)benzonitrile (209911-63-7) + 4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile (114772-54-2) → 4-(2-Cyanophenyl)benzaldehyde (135689-93-9)

Guidance literature:

With hexamethylenetetramine; water; acetic acid; In chlorobenzene; at 90 ℃; for 11h;

upstream raw materials:

4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile

4-formylphenylboronic acid,

2-Bromo-5-(hydroxymethyl-dimethyl-silanyl)-benzonitrile

4-bromo-benzaldehyde

Downstream raw materials:

N-[(2'-cyanobiphenyl-4-yl)-methyl]-(L)-valine methyl ester

ethyl N-[(2'-cyanobiphenyl-4-yl)methyl]-1-aminomethylcyclopentane-1-carboxylate

C₂₉H₂₉N₃O₃

Ethyl cis-4-[(2'-cyanobiphenyl-4-yl)methylamino]cyclohexane-1-carboxylate

Refernces

• 1、 Gruttadauria, Michelangelo,Liotta, Leonarda Francesca,Salvo, Anna Maria Pia,Giacalone, Francesco,La Parola, Valeria,Aprile, Carmela,Noto, Renato. "Multi-layered, covalently supported ionic liquid phase (mlc-SILP) as highly cross-linked support for recyclable palladium catalysts for the suzuki reaction in aqueous medium". . p. 2119 - 2130. Retrieved 2011.
• 2、 Chen, Jinxi,Cheng, Lin,Li, Yiming,Lou, Yongbing,Zhai, Qingchao,Zhang, Qingsong,Zhao, Kaiyuan. "Chiral Proline-Decorated Bifunctional Pd?NH2-UiO-66 Catalysts for Efficient Sequential Suzuki Coupling/Asymmetric Aldol Reactions". . . Retrieved 2020/06/08.
• 3、 Da Costa, Laurène,Roche, Manon,Scheers, Els,Coluccia, Antonio,Neyts, Johan,Terme, Thierry,Leyssen, Pieter,Silvestri, Romano,Vanelle, Patrice. "VP1 crystal structure-guided exploration and optimization of 4,5-dimethoxybenzene-based inhibitors of rhinovirus 14 infection". . p. 453 - 462. Retrieved 2016/04/19.