2-(4-Chlorobenzoyl)benzoic acid

Base Information

• Chemical Name: 2-(4-Chlorobenzoyl)benzoic acid
• CAS No.: 85-56-3
• Molecular Formula: C14H9ClO3
• Molecular Weight: 260.677
• Hs Code.: 29183000
• European Community (EC) Number: 201-615-9
• NSC Number: 7825
• UNII: 3U7W4YOY3R
• DSSTox Substance ID: DTXSID1058927
• Nikkaji Number: J39.686I
• Wikidata: Q27258040
• ChEMBL ID: CHEMBL81936
• Mol file: 85-56-3.mol

Synonyms:Benzoicacid, o-(p-chlorobenzoyl)- (6CI,7CI,8CI);2-(p-Chlorobenzoyl)benzoic acid;4-Chlorobenzophenone-2'-carboxylic acid;NSC7825;o-(4-Chlorobenzoyl)benzoic acid;o-(p-Chlorobenzoyl)benzoic acid;

Chemical Property of 2-(4-Chlorobenzoyl)benzoic acid

Chemical Property:

• Vapor Pressure: 1.15E-09mmHg at 25°C
• Melting Point: 149-150 °C(lit.)
• Refractive Index: 1.624
• Boiling Point: 470.8 °C at 760 mmHg
• PKA: 3.26±0.36(Predicted)
• Flash Point: 238.5 °C
• PSA: 54.37000
• Density: 1.357 g/cm³
• LogP: 3.26920
• Storage Temp.: Refrigerator
• Solubility.: 0.28g/l
• Water Solubility.: 溶于苯、乙醚、乙醇。
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 260.0240218
• Heavy Atom Count: 18
• Complexity: 321

Purity/Quality:

99.0% min ^*data from raw suppliers

2-(4-Chlorobenzoyl)benzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)C2=CC=C(C=C2)Cl)C(=O)O
• Uses: 2-(4’-Chlorobenzoyl)benzoic Acid (cas# 85-56-3) is a compound useful in organic synthesis. 2-(4-Chlorobenzoyl)benzoic acid was used in the preparation of bisphthalazinone monomers, required for the synthesis of phthalazinone containing poly(arylene ether)s, poly(arylene thioether)s and poly(arylene sulfone)s.

Technology Process of 2-(4-Chlorobenzoyl)benzoic acid

There total 13 articles about 2-(4-Chlorobenzoyl)benzoic acid 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: 89.0%

phthalic anhydride (85-44-9) + chlorobenzene (108-90-7) → 2-(4-chlorobenzoyl)benzoic acid (85-56-3)

Guidance literature:

With [bmim]Cl*AlCl₃; at 60 ℃; for 4h;

Reference yield: 56.0%

4-chlorophenylglyoxylic acid (7099-88-9) + benzoic acid (65-85-0,8013-63-6) → 2-(4-chlorobenzoyl)benzoic acid (85-56-3)

Guidance literature:

With palladium(II) trifluoroacetate; silver carbonate; In 1,2-dimethoxyethane; at 150 ℃; for 24h; chemoselective reaction; Sealed tube;

DOI:10.1021/ol400919u

Reference yield:

2-((4-chlorophenyl)(methoxyimino)methyl)benzoic acid → 2-(4-chlorobenzoyl)benzoic acid (85-56-3)

Guidance literature:

With hydrogenchloride; water; In 1,4-dioxane; dimethyl sulfoxide; at 100 ℃; for 6h;

DOI:10.1039/c3cc45449e

upstream raw materials:

phthalic anhydride

chlorobenzene

2-Chlor-3-(4-chlor-phenyl)-indenon-⁽¹⁾

4-chlorophenylmagnesium chloride

Downstream raw materials:

4-(2-chlorophenyl)-2-phenyl-2H-phthalazin-1-one

methyl 2-(4-chlorobenzoyl)benzoate

2-(4-chloro-benzoyl)-benzoic acid propyl ester

phthalic acid-(4-chloro-phenyl ester)-methyl ester

Refernces

• 1、 Felipe-Blanco, Diego,Gonzalez-Gomez, Jose C.. "Metal-Free Arylation-Lactonization Sequence of γ-Alkenoic Acids Using Anilines as Aryl Radical Precursors". supporting information. p. 7735 - 7744. Retrieved 2019/12/24.
• 2、 Fekri, Leila Zare,Nikpassand, Mohammad. "Ultrasound-promoted Friedel-Crafts acylation of arenes and cyclic anhydrides catalyzed by ionic liquid of [bmim]Br/AlCl3". . p. 1825 - 1829. Retrieved 2015/01/09.