Benzoic acid m-chlorophenyl ester

Base Information

• Chemical Name: Benzoic acid m-chlorophenyl ester
• CAS No.: 13189-55-4
• Molecular Formula: C13H9 Cl O2
• Molecular Weight: 232.666
• NSC Number: 88045
• DSSTox Substance ID: DTXSID20293250
• Nikkaji Number: J604.232E
• Wikidata: Q82031917
• Mol file: 13189-55-4.mol

Synonyms:Benzoic acid m-chlorophenyl ester;3-Chlorophenyl benzoate;13189-55-4;Benzoic acid, m-chlorophenyl ester;Benzoic acid, 3-chlorophenyl ester;SCHEMBL10686135;DTXSID20293250;NSC88045;NSC-88045

Chemical Property of Benzoic acid m-chlorophenyl ester

Chemical Property:

• Vapor Pressure: 5.9E-05mmHg at 25°C
• Boiling Point: 346.1°Cat760mmHg
• Flash Point: 177.7°C
• Density: 1.258g/cm³
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 232.0291072
• Heavy Atom Count: 16
• Complexity: 236

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)OC2=CC(=CC=C2)Cl

Technology Process of Benzoic acid m-chlorophenyl ester

There total 12 articles about Benzoic acid m-chlorophenyl ester 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%

3-monochlorophenol (108-43-0) + benzoic acid (65-85-0,8013-63-6) → 3-chlorophenyl benzoate (13189-55-4)

Guidance literature:

With tetrachloromethane; triethylamine; triphenylphosphine; In acetonitrile; for 4h; Ambient temperature;

DOI:10.1246/bcsj.54.2227

Reference yield: 74.0%

3-iodochlorobenzene (625-99-0) + benzoic acid (65-85-0,8013-63-6) → 3-chlorophenyl benzoate (13189-55-4)

Guidance literature:

With palladium(II) trifluoroacetate; 4,7-dimethoxy-1,10-phenanthroline; silver trifluoroacetate; at 150 ℃; for 15h; chemoselective reaction; Schlenk technique; Sealed tube;

DOI:10.1002/adsc.201901136

Reference yield: 68.0%

3-monochlorophenol (108-43-0) + benzoyl chloride (98-88-4) → 3-chlorophenyl benzoate (13189-55-4)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1002/jhet.5570390615

upstream raw materials:

3-monochlorophenol

benzoyl chloride

4-chloro-2-hydroxybenzophenone

(2-Chlor-4-hydroxyphenyl)phenylketon

Downstream raw materials:

α-(3-chlorophenoxy)styrene

3-monochlorophenol

4-chloro-2-hydroxybenzophenone

benzoic acid

Refernces

• 1、 Pirinccioglu, Necmettin,Williams, Andrew. "Studies of reactions within molecular complexes: Alkaline hydrolysis of substituted phenyl benzoates in the presence of xanthines". . p. 37 - 40. Retrieved 1998.
• 2、 Xu, Xianjun,Feng, Huangdi,Li, Huiqiong,Huang, Liliang. "Enol Ester Intermediate Induced Metal-Free Oxidative Coupling of Carboxylic Acids and Arylboronic Acids". . p. 3921 - 3928. Retrieved 2019/06/24.