4-(4-Nitrophenyl)benzonitrile

Base Information

• Chemical Name: 4-(4-Nitrophenyl)benzonitrile
• CAS No.: 31835-63-9
• Molecular Formula: C13H8 N2 O2
• Molecular Weight: 224.219
• Hs Code.: 2926909090
• European Community (EC) Number: 679-635-6
• DSSTox Substance ID: DTXSID80409416
• Nikkaji Number: J382.970G
• Mol file: 31835-63-9.mol

Synonyms:31835-63-9;4-Cyano-4'-nitrodiphenyl;4-(4-nitrophenyl)benzonitrile;4'-nitro-[1,1'-biphenyl]-4-carbonitrile;4-Cyano-4'-nitrobiphenyl;4-cyano-4'-nitro-biphenyl;SCHEMBL2961542;4'-nitrobiphenyl-4-carbonitrile;DTXSID80409416;4'-Nitro-biphenyl-4-carbonitrile;QHWXJDVNOZETQM-UHFFFAOYSA-N;AKOS024342498;AS-64089;[1,1'-Biphenyl]-4-carbonitrile,4'-nitro-;CS-0323607;T70762

Chemical Property of 4-(4-Nitrophenyl)benzonitrile

Chemical Property:

• Melting Point: 201°C
• Boiling Point: 410.8oC at 760 mmHg
• Flash Point: 202.2oC
• PSA: 69.61000
• Density: 1.3g/cm3
• LogP: 3.65668
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 224.058577502
• Heavy Atom Count: 17
• Complexity: 312

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Cyano-4''-nitrodiphenyl ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22
• Safety Statements: 22-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C#N)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 4-(4-Nitrophenyl)benzonitrile

There total 3 articles about 4-(4-Nitrophenyl)benzonitrile 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: 99.0%

4-chlorobenzonitrile (100-00-5) + 4-cyanophenylboronic acid (126747-14-6) → 4'-nitro-(1,1'-biphenyl)-4-carbonitrile (31835-63-9)

Guidance literature:

With glucosamine-based dicyclohexylarylphosphine; sodium carbonate; palladium diacetate; In ethanol; water; toluene; at 80 ℃;

DOI:10.1016/j.tetlet.2005.03.049

Reference yield: 89.0%

para-nitrophenyl bromide (586-78-7) + 4-cyanophenylboronic acid (126747-14-6) → (1,1'-biphenyl)-4,4'-dicarbonitrile (1591-30-6) + 4'-nitro-(1,1'-biphenyl)-4-carbonitrile (31835-63-9)

Guidance literature:

para-nitrophenyl bromide; 4-cyanophenylboronic acid; With [resin-CH₂N(CH₃)3]2CO₃; Pd(PAnPh₂)2Cl₂; In water; N,N-dimethyl-formamide; at 80 ℃; for 16h;

With maleimido-CH₂-PS resin; In water; N,N-dimethyl-formamide; at 90 ℃; for 10h;

DOI:10.1021/jo035129g

Reference yield: 43.0%

4-cyano-1,1'-biphenyl (2920-38-9) → 4'-nitro-(1,1'-biphenyl)-4-carbonitrile (31835-63-9) + 2'-nitro-[1,1'-biphenyl]-4-carbonitrile (75898-34-9)

Guidance literature:

With nitric acid; acetic anhydride; for 0.333333h; Ambient temperature;

upstream raw materials:

4-cyano-1,1'-biphenyl

para-nitrophenyl bromide

4-cyanophenylboronic acid

4-chlorobenzonitrile

Downstream raw materials:

4-Cyano-4'-hydroxybiphenyl

4'-ethoxybiphenyl-4-carbonitrile

4'-methoxybiphenyl-4-carbonitrile

4-cyano-4'-propyloxybiphenyl

Refernces

• 1、 Lan, Ping,Berta, Daniela,Porco Jr., John A.,South, Michael S.,Parlow, John J.. "Polymer-Assisted Solution-Phase (PASP) Suzuki Couplings Employing an Anthracene-Tagged Palladium Catalyst". . p. 9678 - 9686. Retrieved 2007/10/03.