Phenyl-3-chlorobenzoate

Base Information

• Chemical Name: Phenyl-3-chlorobenzoate
• CAS No.: 41998-17-8
• Molecular Formula: C13H9ClO2
• Molecular Weight: 232.666
• DSSTox Substance ID: DTXSID20475195
• Nikkaji Number: J1.330.583H
• Wikidata: Q82305500
• Mol file: 41998-17-8.mol

Synonyms:Phenyl-3-chlorobenzoate;Phenyl 3-chlorobenzoate;41998-17-8;SCHEMBL6057189;DTXSID20475195;3-Chlorobenzoic acid phenyl ester;3-Chlorobenzoic acid, phenyl ester;AKOS003496177

Chemical Property of Phenyl-3-chlorobenzoate

Chemical Property:

• PSA: 26.30000
• LogP: 3.55920
• 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:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Phenyl-3-chlorobenzoate

There total 15 articles about Phenyl-3-chlorobenzoate 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: 90.0%

m-Chlorobenzoyl chloride (618-46-2) + phenol (108-95-2,27073-41-2) → phenyl 3-chlorobenzoate (41998-17-8)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1039/d1ob00187f

Reference yield: 88.0%

meta-chlorobenzoic anhydride (30070-63-4) + phenylboronic acid (98-80-6) → phenyl 3-chlorobenzoate (41998-17-8)

Guidance literature:

With potassium fluoride; oxygen; palladium dichloride; In acetonitrile; at 60 ℃; for 5h;

DOI:10.1002/asia.201402314

Reference yield: 87.0%

3-chlorobenzoate (535-80-8) + phenol (108-95-2,27073-41-2) → phenyl 3-chlorobenzoate (41998-17-8)

Guidance literature:

With aluminium trichloride; zinc(II) chloride; at 0 - 20 ℃; for 9h;

DOI:10.1080/00397910600773759

upstream raw materials:

3-chlorobenzoate

phenol

4-nitrophenyl 3-chlorobenzoate

phenolate

Downstream raw materials:

3-chlorobenzoate

phenol

C₁₈H₁₉ClO₅S

[4-(3-chloro-benzoyl)-phenoxy]-acetic acid ethyl ester

Refernces

• 1、 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.
• 2、 Joo, Seong-Ryu,Youn, Young-Jin,Hwang, Young-Ran,Kim, Seung-Hoi. "Highly Active Manganese-Mediated Acylation of Alcohols with Acid Chlorides or Anhydrides". . p. 2665 - 2669. Retrieved 2017/10/07.