2-[(4-Chlorophenyl)methyl]benzoic acid

Base Information

• Chemical Name: 2-[(4-Chlorophenyl)methyl]benzoic acid
• CAS No.: 4889-70-7
• Molecular Formula: C14H11ClO2
• Molecular Weight: 246.693
• Hs Code.: 2916399090
• European Community (EC) Number: 225-510-2
• DSSTox Substance ID: DTXSID60197627
• Nikkaji Number: J262.515F
• Wikidata: Q83070442
• ChEMBL ID: CHEMBL86217
• Mol file: 4889-70-7.mol

Synonyms:2-[(4-chlorophenyl)methyl]benzoic acid;4889-70-7;2-(4-chlorobenzyl)benzoic acid;2-((4-Chlorophenyl)methyl)benzoic acid;CHEMBL86217;2-(4-Chloro-benzyl)-benzoic acid;EINECS 225-510-2;Oprea1_746337;SCHEMBL4905340;DTXSID60197627;BDBM50145818;MFCD00027404;AKOS022184386;2-(4-Chlorobenzyl)benzoic acid, AldrichCPR;Benzoic acid, 2-((4-chlorophenyl)methyl)-;SR-01000391837;SR-01000391837-1

Chemical Property of 2-[(4-Chlorophenyl)methyl]benzoic acid

Chemical Property:

• Vapor Pressure: 7.93E-07mmHg at 25°C
• Boiling Point: 391.4°Cat760mmHg
• Flash Point: 190.5°C
• PSA: 37.30000
• Density: 1.276g/cm³
• LogP: 3.62900
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 246.0447573
• Heavy Atom Count: 17
• Complexity: 259

Purity/Quality:

98%Min ^*data from raw suppliers

2-(4-CHLOROBENZYL)BENZOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CC2=CC=C(C=C2)Cl)C(=O)O

Technology Process of 2-[(4-Chlorophenyl)methyl]benzoic acid

There total 7 articles about 2-[(4-Chlorophenyl)methyl]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: 95.0%

2-(4-chlorobenzoyl)benzoic acid (85-56-3) → 2-(4'-chlorobenzyl)benzoic acid (4889-70-7)

Guidance literature:

With copper(ll) sulfate pentahydrate; ammonia; zinc; In water; at 130 ℃; for 48h;

DOI:10.1055/s-0036-1588384

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + 1-bromo-2-(4-chlorobenzyl)benzene (92188-91-5) → 2-(4'-chlorobenzyl)benzoic acid (4889-70-7)

Guidance literature:

1-bromo-2-(4-chlorobenzyl)benzene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

carbon dioxide; In tetrahydrofuran; at -78 - 20 ℃; for 1h;

DOI:10.1039/d1cc02870g

Reference yield:

ortho-bromobenzaldehyde (6630-33-7) → 2-(4'-chlorobenzyl)benzoic acid (4889-70-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: magnesium; iodine / tetrahydrofuran / 1 h / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

3.2: 1 h / -78 - 20 °C

With n-butyllithium; iodine; magnesium; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1039/d1cc02870g

upstream raw materials:

2-benzofuran-1(3H)-one

chlorobenzene

2-(4-chlorobenzoyl)benzoic acid

ortho-bromobenzaldehyde

Downstream raw materials:

2-chloroanthrone

2-[4'-chloro(bromobenzyl)]benzoic acid

methyl 2-(4-chlorobenzyl)benzoate

3-(4-chlorophenyl)-3-hydroxy-2-methoxyisoindolin-1-one

Refernces

• 1、 Wang, Yabai,Yang, Shiwei,Bian, Guangling,Song, Ling. "A Novel Three-Step Tandem Reaction for Efficient Syntheses of Bulky Anthracenyl Esters from 2-Benzylbenzoic Acids". supporting information. p. 1884 - 1888. Retrieved 2017/04/06.
• 2、 Khan, Khalid Mohammed,Hayat, Safdar,Zia-Ullah,Atta-ur-Rahman,Iqbal-Choudhary,Maharvi, Ghulam Murtaza,Bayert, Ernst. "An alternative method for the synthesis of γ-lactones by using cesium fluoride-celite/acetonitrile combination". . p. 3435 - 3453. Retrieved 2007/10/03.