Benzoic acid, 2-benzoyl-5-chloro-

Base Information

• Chemical Name: Benzoic acid, 2-benzoyl-5-chloro-
• CAS No.: 1147-42-8
• Molecular Formula: C14H9 Cl O3
• Molecular Weight: 260.677
• DSSTox Substance ID: DTXSID60150833
• Nikkaji Number: J236.613D
• Wikidata: Q83017067
• ChEMBL ID: CHEMBL2260707
• Mol file: 1147-42-8.mol

Synonyms:2-benzoyl-5-chlorobenzoic acid;BENZOIC ACID, 2-BENZOYL-5-CHLORO-;1147-42-8;BRN 0652289;4-Chlorobenzophenone-2-carboxylic acid;SCHEMBL3956037;CHEMBL2260707;DTXSID60150833;STR00283;AKOS037655867;LS-36105

Chemical Property of Benzoic acid, 2-benzoyl-5-chloro-

Chemical Property:

• Vapor Pressure: 2.02E-09mmHg at 25°C
• Boiling Point: 464.3°C at 760 mmHg
• Flash Point: 234.6°C
• Density: 1.357g/cm³
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 260.0240218
• Heavy Atom Count: 18
• Complexity: 323

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)C2=C(C=C(C=C2)Cl)C(=O)O

Technology Process of Benzoic acid, 2-benzoyl-5-chloro-

There total 8 articles about Benzoic acid, 2-benzoyl-5-chloro- 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: 85.0%

5-chloro-2-(2-phenyl-1,3-dioxolan-2-yl)benzoic acid (812685-36-2) → 5-chloro-2-(phenylcarbonyl)benzoic acid (1147-42-8)

Guidance literature:

With hydrogenchloride; for 4h; Heating;

DOI:10.1002/ejoc.200400335

Reference yield: 71.0%

Benzoylformic acid (611-73-4) + 3-chlorobenzoate (535-80-8) → 5-chloro-2-(phenylcarbonyl)benzoic acid (1147-42-8)

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: 47.0%

4-chlorophthalic anhydride (118-45-6) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 2-benzoyl-4-chlorobenzoic acid (33184-56-4) + 5-chloro-2-(phenylcarbonyl)benzoic acid (1147-42-8)

Guidance literature:

4-chlorophthalic anhydride; benzene; With aluminum (III) chloride; at 0 - 20 ℃; for 40h;

With water; at 0 ℃;

DOI:10.1016/j.bmc.2011.06.059

upstream raw materials:

(4-chloro-2-methylphenyl)(phenyl)methanone

5-chloro-2-(2-phenyl-1,3-dioxolan-2-yl)benzoic acid

4-chlorobenzophenone

2-(4-chlorophenyl)-2-phenyl-1,3-dioxolane

Downstream raw materials:

(4-chloro-2-morpholin-4-ylmethyl-phenyl)-phenyl-methanol

4-chlorobenzophenone

7-Chloro-2-isopropyl-1-oxo-4-phenyl-1,2-dihydro-isoquinoline-3-carboxylic acid amide

2-Benzoyl-5-chloro-N-cyanomethyl-N-isopropyl-benzamide

Refernces

• 1、 Miao, Jinmin,Ge, Haibo. "Palladium-catalyzed chemoselective decarboxylative ortho acylation of benzoic acids with α-oxocarboxylic acids". supporting information. p. 2930 - 2933. Retrieved 2013/07/26.
• 2、 Lukacs, Gyula,Porcs-Makkay, Marta,Simig, Gyula. "Lithiation of 2-aryl-2-(chloroaryl)-1,3-dioxolanes and its application in the synthesis of new ortho-functionalized benzophenone derivatives". . p. 4130 - 4140. Retrieved 2007/10/03.