4-Ethoxy-[1,1'-biphenyl]-4'-carbonitrile

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CAS:58743-78-5
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CAS:58743-78-5
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4-Ethoxy-[1,1'-biphenyl]-4'-carbonitrile Basic information
Product Name:4-Ethoxy-[1,1'-biphenyl]-4'-carbonitrile
Synonyms:4-Ethoxyl-4'-cyanobiphenyl;trans-4-(4-pentylcyclohexy)benzonitrile;2OCB;4'-ETHOXY-BIPHENYL-4-CARBONITRILE;4-ETHOXY-4'-CYANOBIPHENYL;4-CYANO-4'-ETHYLOXYBIPHENYL;4-(4'-N-ETHYLOXYBIPHENYL)-BENZONITRILE;AKOS BAR-2140
CAS:58743-78-5
MF:C15H13NO
MW:223.27
EINECS:261-417-3
Product Categories:Biphenyl & Diphenyl ether
Mol File:58743-78-5.mol
4-Ethoxy-[1,1'-biphenyl]-4'-carbonitrile Structure
4-Ethoxy-[1,1'-biphenyl]-4'-carbonitrile Chemical Properties
Melting point 102 °C
Boiling point 380.8±35.0 °C(Predicted)
density 1.12±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility soluble in Toluene
form powder to crystal
color White to Almost white
InChIInChI=1S/C15H13NO/c1-2-17-15-9-7-14(8-10-15)13-5-3-12(11-16)4-6-13/h3-10H,2H2,1H3
InChIKeyVETJRGXWDLHERN-UHFFFAOYSA-N
SMILESC1(C2=CC=C(OCC)C=C2)=CC=C(C#N)C=C1
CAS DataBase Reference58743-78-5(CAS DataBase Reference)
EPA Substance Registry System
Safety Information
Risk Statements 22-36/37/38
Safety Statements 26-36/37-60
TSCA TSCA listed
HS Code 29269090
MSDS Information
4-Ethoxy-[1,1'-biphenyl]-4'-carbonitrile Usage And Synthesis
Chemical Propertieswhite crystal
UsesIntermediates of Liquid Crystals
Synthesis
4-Bromobenzonitrile

623-00-7

4-Ethoxyphenylboronic acid

22237-13-4

4-Ethoxy-[1,1'-biphenyl]-4'-carbonitrile

58743-78-5

General procedure for the synthesis of 4-ethoxy-4'-cyanobiphenyl from 4-bromobenzonitrile and 4-ethoxyphenylboronic acid: in typical experiments, a mixture of aryl bromide (0.50 mmol), phenylboronic acid (0.55 mmol), K2CO3 (1.5 mmol), 0.2 mol% of ligand, and 1 mol% of PdCl2(CH3CN)2 in 1.5 mL of ethanol was stirred. The reaction was carried out in air at 50 °C for 1.5 hours. Subsequently, the solvent ethanol was completely removed under vacuum at 0.09 MPa and 45 °C to give the crude product. Finally, the target product was isolated and purified by silica gel column chromatography.

References[1] Journal of Materials Chemistry A, 2013, vol. 1, # 41, p. 12909 - 12918
[2] Journal of Inclusion Phenomena and Macrocyclic Chemistry, 2017, vol. 87, # 1-2, p. 29 - 36
4-Ethoxy-[1,1'-biphenyl]-4'-carbonitrile Preparation Products And Raw materials
Raw materials4-Bromobenzonitrile-->Bromoethane-->4'-Hydroxy-4-biphenylcarbonitrile-->4-Ethoxyphenylboronic acid-->Potassium carbonate-->Bis(acetonitrile)dichloropalladium(II)-->Ethanol
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