[1,1'-Biphenyl]-4-carbonitrile, 4'-ethoxy-

Base Information

• Chemical Name: [1,1'-Biphenyl]-4-carbonitrile, 4'-ethoxy-
• CAS No.: 58743-78-5
• Molecular Formula: C15H13NO
• Molecular Weight: 223.274
• Hs Code.: 29269090
• European Community (EC) Number: 261-417-3
• UNII: FGD8E8Q3MH
• DSSTox Substance ID: DTXSID7069287
• Nikkaji Number: J1.347A
• Wikidata: Q72471333
• Mol file: 58743-78-5.mol

Synonyms:58743-78-5;4'-Ethoxy-[1,1'-biphenyl]-4-carbonitrile;4-Ethoxy-4'-cyanobiphenyl;4-Cyano-4'-ethoxybiphenyl;4-(4-ethoxyphenyl)benzonitrile;[1,1'-Biphenyl]-4-carbonitrile, 4'-ethoxy-;4-Ethoxy-[1,1'-biphenyl]-4'-carbonitrile;4-Cyano-4'-ethyloxybiphenyl;(1,1'-Biphenyl)-4-carbonitrile, 4'-ethoxy-;FGD8E8Q3MH;EINECS 261-417-3;4'-Ethoxy(1,1'-biphenyl)-4-carbonitrile;4'-Ethoxy[1,1'-biphenyl]-4-carbonitrile;4-ETHOXY-(1,1'-BIPHENYL)-4'-CARBONITRILE;UNII-FGD8E8Q3MH;SCHEMBL8041598;DTXSID7069287;4'-Ethoxy-4-biphenylcarbonitrile;4'-ethoxybiphenyl-4-carbonitrile;MFCD01218033;AKOS004116872;AC-8745;CS-W013090;DS-18352;C3153;FT-0640550;4'-Ethoxy[1,1'-biphenyl]-4-carbonitrile #;4-Ethoxy -[1,1'-biphenyl]-4'-carbonitrile;W16923;A832003;W-105364;M6

Chemical Property of [1,1'-Biphenyl]-4-carbonitrile, 4'-ethoxy-

Chemical Property:

• Melting Point: 105-108°C
• Boiling Point: 380.8 °C at 760 mmHg
• Flash Point: 160.4 °C
• PSA: 33.02000
• Density: 1.12 g/cm³
• LogP: 3.62398
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Toluene
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 223.099714038
• Heavy Atom Count: 17
• Complexity: 264

Purity/Quality:

99% ^*data from raw suppliers

4-(4-ethoxyphenyl)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36/37-60

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC=C(C=C1)C2=CC=C(C=C2)C#N
• Uses: Intermediates of Liquid Crystals

Technology Process of [1,1'-Biphenyl]-4-carbonitrile, 4'-ethoxy-

There total 11 articles about [1,1'-Biphenyl]-4-carbonitrile, 4'-ethoxy- 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: 92.0%

4-bromobenzenecarbonitrile (623-00-7) + (4-ethoxyphenyl)boronic acid (22237-13-4) → 4'-ethoxybiphenyl-4-carbonitrile (58743-78-5)

Guidance literature:

With potassium carbonate; In ethanol; water; at 80 ℃; for 0.166667h; Microwave irradiation; Sealed tube;

DOI:10.1039/c3ta12512b

Reference yield: 91.0%

4-iodobenzonitrile (3058-39-7) + (4-ethoxyphenyl)boronic acid (22237-13-4) → 4'-ethoxybiphenyl-4-carbonitrile (58743-78-5)

Guidance literature:

With potassium carbonate; In ethanol; water; at 120 ℃; for 0.166667h; Microwave irradiation;

DOI:10.1039/c6ra17369a

Reference yield: 90.0%

4-bromoethoxybenzene (588-96-5) + 4-cyanophenylboronic acid (126747-14-6) → 4'-ethoxybiphenyl-4-carbonitrile (58743-78-5)

Guidance literature:

With sodium carbonate; triphenylphosphine; In water; at 80 ℃; for 18h; Schlenk technique;

DOI:10.21577/0103-5053.20190067

upstream raw materials:

ethyl bromide

4-Cyano-4'-hydroxybiphenyl

ethyl 4-(4-bromophenyl)-phenyl ether

copper(I) cyanide

Downstream raw materials:

4'-ethoxy-biphenyl-4-carboxylic acid

Refernces

• 1、 Rao, Maddali L.N.,Meka, Suresh. "Atom-efficient Pd-catalyzed cross-couplings of chloroarenes with triarylbismuth reagents". supporting information. . Retrieved 2019/07/30.
• 2、 Xiao, Xue-Dong,Liu, Jia-Qi,Bai, Ya-Li,Wang, Rui-Hua,Wang, Jun-Wen. "Pillar[5]arene-based N-heterocyclic carbene ligand for Pd-catalysed Suzuki reaction". . p. 29 - 36. Retrieved 2017/02/23.