2-Chloro-4-phenylbenzonitrile

Base Information

• Chemical Name: 2-Chloro-4-phenylbenzonitrile
• CAS No.: 5435-92-7
• Molecular Formula: C13H8ClN
• Molecular Weight: 213.666
• Hs Code.: 2926909090
• NSC Number: 21381
• DSSTox Substance ID: DTXSID80281355
• Wikidata: Q82015249
• Mol file: 5435-92-7.mol

Synonyms:2-chloro-4-phenylbenzonitrile;5435-92-7;3-Chloro-[1,1'-biphenyl]-4-carbonitrile;NSC21381;3-Chloro-4-cyanobiphenyl;SCHEMBL21084000;DTXSID80281355;MFCD14701624;NSC 21381;NSC-21381;AKOS016008425;BS-28768;CS-0212548

Chemical Property of 2-Chloro-4-phenylbenzonitrile

Chemical Property:

• Vapor Pressure: 1.13E-05mmHg at 25°C
• Boiling Point: 370.1°Cat760mmHg
• Flash Point: 163.4°C
• PSA: 23.79000
• Density: 1.24g/cm³
• LogP: 3.87868
• Storage Temp.: 2-8°C
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 213.0345270
• Heavy Atom Count: 15
• Complexity: 249

Purity/Quality:

2-Chloro-4-phenylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=C(C=C2)C#N)Cl

Technology Process of 2-Chloro-4-phenylbenzonitrile

There total 6 articles about 2-Chloro-4-phenylbenzonitrile 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%

C8H3ClF3NO3S + phenylzinc chloride (28557-00-8) → 3-chloro-[1,1'-biphenyl]-4-carbonitrile (5435-92-7)

Guidance literature:

With di-μ-iodobis(tri-t-butylphosphino)dipalladium(l); In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 0.166667h; chemoselective reaction;

DOI:10.1002/anie.201808386

Reference yield: 84.0%

3-chloro-4-cyanophenyl fluorosulfate → 3-chloro-[1,1'-biphenyl]-4-carbonitrile (5435-92-7)

Guidance literature:

With di-μ-iodobis(tri-t-butylphosphino)dipalladium(l); In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; at 20 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1002/anie.201911465

Reference yield: 39.0%

3-chloro-4-methoxy-1,1'-biphenyl (21424-83-9) + 2-hydroxy-2-methylpropanenitrile (75-86-5) → 3-chloro-[1,1'-biphenyl]-4-carbonitrile (5435-92-7)

Guidance literature:

With 3,6‐di‐tert‐butyl‐9‐mesityl‐10‐phenylacridin‐10‐ium tetrafluoroborate; sodium hydrogencarbonate; In 1,2-dichloro-ethane; at 26 ℃; for 18h; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1021/acs.orglett.9b02678

upstream raw materials:

3-chlorobiphenyl-4-amine

benzene

2-chloro-4-hydroxybenzonitrile

phenylzinc chloride

Downstream raw materials:

6-phenyl-1⁽²⁾H-indazol-3-ylamine

3-chloro-[1,1'-biphenyl]-4-carboxylic acid