N-(2-chlorophenyl)-4-fluorobenzamide

Base Information

• Chemical Name: N-(2-chlorophenyl)-4-fluorobenzamide
• CAS No.: 838-55-1
• Molecular Formula: C13H9ClFNO
• Molecular Weight: 249.672
• NSC Number: 51882
• DSSTox Substance ID: DTXSID20287639
• Wikidata: Q82023736
• Mol file: 838-55-1.mol

Synonyms:N-(2-chlorophenyl)-4-fluorobenzamide;838-55-1;NSC51882;DTXSID20287639;NSC-51882;STK414085;AKOS000629880;Z27812175

Chemical Property of N-(2-chlorophenyl)-4-fluorobenzamide

Chemical Property:

• Vapor Pressure: 0.00321mmHg at 25°C
• Boiling Point: 283.2°C at 760 mmHg
• Flash Point: 125.1°C
• PSA: 29.10000
• Density: 1.353g/cm³
• LogP: 3.80440
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 249.0356698
• Heavy Atom Count: 17
• Complexity: 266

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)NC(=O)C2=CC=C(C=C2)F)Cl

Technology Process of N-(2-chlorophenyl)-4-fluorobenzamide

There total 4 articles about N-(2-chlorophenyl)-4-fluorobenzamide 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: 88.0%

p-fluorobenzamide (824-75-9) + 2-iodochlorobenzene (615-41-8) → N-(2-chlorophenyl)-4-fluorobenzamide (838-55-1)

Guidance literature:

With potassium carbonate; N,N`-dimethylethylenediamine; In toluene; at 110 ℃; for 48h; Schlenk technique; Inert atmosphere;

DOI:10.1055/s-0036-1591843

Reference yield: 88.0%

4-fluorobenzoyl chloride (403-43-0) + o-chloroaniline (95-51-2) → N-(2-chlorophenyl)-4-fluorobenzamide (838-55-1)

Guidance literature:

In N,N-dimethyl-formamide; 1.) 48 h; 2.) 0 deg C, 15 min;

Reference yield: 61.0%

4-fluoro-N-phenylbenzamide (366-63-2) → N-(2-chlorophenyl)-4-fluorobenzamide (838-55-1)

Guidance literature:

With 1-chloro-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; In ethanol; water; for 16h; regioselective reaction; Reflux; Green chemistry;

DOI:10.1039/c8nj00530c

upstream raw materials:

4-fluorobenzoyl chloride

o-chloroaniline

p-fluorobenzamide

2-iodochlorobenzene

Downstream raw materials:

2-(4-fluorophenyl)benzoxazole

4-fluoro-N-phenylbenzamide

Refernces

• 1、 Vinayak, Botla,Ravindrakumar, Pardhi Vishal,Ramana, Daggupati V.,Chandrasekharam, Malapaka. "Revisiting 1-chloro-1,2-benziodoxol-3-one: Efficient: ortho -chlorination of aryls under aqueous conditions". . p. 8953 - 8959. Retrieved 2018/06/08.
• 2、 Barbero, Nekane,Carril, Mónica,SanMartin, Raul,Domínguez, Esther. "Copper-catalysed intramolecular O-arylation of aryl chlorides and bromides: a straightforward approach to benzo[d]oxazoles in water". . p. 10425 - 10432. Retrieved 2008/02/12.