4-[(3-Chlorophenyl)carbonyl]benzonitrile

Base Information

• Chemical Name: 4-[(3-Chlorophenyl)carbonyl]benzonitrile
• CAS No.: 261783-90-8
• Molecular Formula: C₁₄H₈ClNO
• Molecular Weight: 241.677
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID60444784
• Nikkaji Number: J1.278.821E
• Wikidata: Q82263051
• Mol file: 261783-90-8.mol

Synonyms:4-[(3-Chlorophenyl)carbonyl]benzonitrile;261783-90-8;4-(3-chlorobenzoyl)benzonitrile;DTXSID60444784;MFCD22205832;BS-22153;CS-0211707

Chemical Property of 4-[(3-Chlorophenyl)carbonyl]benzonitrile

Chemical Property:

• PSA: 40.86000
• LogP: 3.44268
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 241.0294416
• Heavy Atom Count: 17
• Complexity: 324

Purity/Quality:

4-[(3-Chlorophenyl)carbonyl]benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-[(3-Chlorophenyl)carbonyl]benzonitrile

There total 3 articles about 4-[(3-Chlorophenyl)carbonyl]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: 79.0%

4-cyanobenzaldehyde (105-07-7) + (3-chlorophenyl)zinc(II) iodide (186000-42-0) → 4-[(3-chlorophenyl)carbonyl]benzenecarbonitrile (261783-90-8)

Guidance literature:

4-cyanobenzaldehyde; (3-chlorophenyl)zinc(II) iodide; With chromium chloride; In various solvent(s); at 20 ℃; for 8h;

With benzaldehyde; In various solvent(s); at 20 ℃; Further stages.;

DOI:10.1021/jo991444k

Reference yield:

C14H8MgN2 + m-Chlorobenzoyl chloride (618-46-2) → 4-[(3-chlorophenyl)carbonyl]benzenecarbonitrile (261783-90-8)

Guidance literature:

With copper(I) chloride bis(lithium chloride) complex; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1002/anie.201706609

Reference yield:

4-bromobenzenecarbonitrile (623-00-7) → 4-[(3-chlorophenyl)carbonyl]benzenecarbonitrile (261783-90-8)

Guidance literature:

Multi-step reaction with 2 steps

1: Cl₃LiMg; n-butyllithium / tetrahydrofuran; hexane / 0 h / 0 °C / Flow reactor

2: copper(I) chloride bis(lithium chloride) complex / tetrahydrofuran / 1 h / 0 °C

With n-butyllithium; copper(I) chloride bis(lithium chloride) complex; Cl₃LiMg; In tetrahydrofuran; hexane;

DOI:10.1002/anie.201706609

upstream raw materials:

4-cyanobenzaldehyde

(3-chlorophenyl)zinc(II) iodide

m-Chlorobenzoyl chloride

4-bromobenzenecarbonitrile