4-Cyano-4'-ethylbiphenyl

Base Information

• Chemical Name: 4-Cyano-4'-ethylbiphenyl
• CAS No.: 58743-75-2
• Molecular Formula: C15H13N
• Molecular Weight: 207.275
• Hs Code.: 29269095
• European Community (EC) Number: 261-414-7
• DSSTox Substance ID: DTXSID2069284
• Nikkaji Number: J1.344G
• Wikidata: Q72458116
• Mol file: 58743-75-2.mol

Synonyms:58743-75-2;4-Cyano-4'-ethylbiphenyl;4'-Ethyl-[1,1'-biphenyl]-4-carbonitrile;4-ethyl-4'-cyanobiphenyl;4-(4-ethylphenyl)benzonitrile;[1,1'-Biphenyl]-4-carbonitrile, 4'-ethyl-;4-Cyano-4`-EthylBiphenyl;EINECS 261-414-7;(1,1'-Biphenyl)-4-carbonitrile, 4'-ethyl-;4'-Ethyl(1,1'-biphenyl)-4-carbonitrile;4'-Ethyl[1,1'-biphenyl]-4-carbonitrile;4'-ethylbiphenyl-4-carbonitrile;4-Cyano-4 inverted exclamation marka-ethylbiphenyl;SCHEMBL4651866;DTXSID2069284;4'-Ethyl-4-biphenylcarbonitrile;AMY25182;MFCD00799420;AKOS015842827;CS-W015262;AS-63973;4'-Ethyl[1,1'-biphenyl]-4-carbonitrile #;C2892;FT-0618288;A24014;J-515280

Chemical Property of 4-Cyano-4'-ethylbiphenyl

Chemical Property:

• Appearance/Colour: White crystalline powder
• Melting Point: 74-76°C
• Boiling Point: 354 °C at 760 mmHg
• Flash Point: 168.7 °C
• PSA: 23.79000
• Density: 1.07 g/cm₃
• LogP: 3.78768
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• Water Solubility.: insoluble
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 207.104799419
• Heavy Atom Count: 16
• Complexity: 246

Purity/Quality:

99%, ^*data from raw suppliers

4-Cyano-4'-ethylbiphenyl >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21-36/37/38-41-20/21/22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=CC=C(C=C1)C2=CC=C(C=C2)C#N
• Uses: Intermediates of Liquid Crystals

Technology Process of 4-Cyano-4'-ethylbiphenyl

There total 9 articles about 4-Cyano-4'-ethylbiphenyl 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: 98.0%

4-bromobenzenecarbonitrile (623-00-7) + 4-ethylphenylboronic acid (63139-21-9) → 4-ethyl-4'-cyanobiphenyl (58743-75-2)

Guidance literature:

With potassium carbonate; In water; N,N-dimethyl-formamide; at 80 ℃; for 2.3h;

DOI:10.1016/j.carbpol.2014.08.030

Reference yield: 98.0%

4'-vinyl-[1,1'-biphenyl]-4-carbonitrile (94315-55-6) → 4-ethyl-4'-cyanobiphenyl (58743-75-2)

Guidance literature:

With 1,4-dioxane; bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,2-bis-(dicyclohexylphosphino)ethane; at 130 ℃; for 10h; chemoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.9b01989

Reference yield: 95.0%

4-ethylphenylboronic acid (63139-21-9) + 4-cyanophenol (767-00-0) → 4-ethyl-4'-cyanobiphenyl (58743-75-2)

Guidance literature:

4-cyanophenol; With fluorosulfonyl fluoride; triethylamine; In ethanol; water; at 20 ℃; for 4h;

4-ethylphenylboronic acid; With palladium diacetate; triethylamine; In ethanol; water; at 20 ℃; for 6h;

upstream raw materials:

1-bromo-4-(4'-ethylphenyl)benzene

copper(I) cyanide

4-bromo-4'-acetylbiphenyl

p-ethylphenylmagnesium bromide

Downstream raw materials:

4-(4-ethylphenyl)benzoic acid

Refernces

• 1、 Eslahi, Hassan,Sardarian, Ali Reza,Esmaeilpour, Mohsen. "Green and sustainable palladium nanomagnetic catalyst stabilized by glucosamine-functionalized Fe3O4@SiO2 nanoparticles for Suzuki and Heck reactions". . . Retrieved 2021/04/26.
• 2、 -. "Method for synthesizing biphenyl compound by taking suaeda salsa extract liquor as solvent". Paragraph 0051-0052. . Retrieved 2020/06/30.