4-(3-Methylphenyl)benzoic acid

Base Information

• Chemical Name: 4-(3-Methylphenyl)benzoic acid
• CAS No.: 5728-33-6
• Molecular Formula: C14H12 O2
• Molecular Weight: 212.248
• Hs Code.: 2916399090
• European Community (EC) Number: 672-101-3
• DSSTox Substance ID: DTXSID50374920
• Nikkaji Number: J1.384.702I
• Wikidata: Q72488227
• ChEMBL ID: CHEMBL106291
• Mol file: 5728-33-6.mol

Synonyms:5728-33-6;4-(3-Methylphenyl)benzoic acid;3'-Methylbiphenyl-4-carboxylic acid;3'-Methyl-[1,1'-biphenyl]-4-carboxylic acid;3'-methyl-4-biphenylcarboxylic acid;CHEMBL106291;3'-Methyl-biphenyl-4-carboxylic acid;4-(m-tolyl)-benzoic acid;SCHEMBL2610268;DTXSID50374920;BDBM50060995;MFCD03424590;AKOS000805691;3''-Methyl-biphenyl-4-carboxylic acid;AS-2100;BB 0222356;CS-0207222;FT-0709095;3'-Methyl-[1,1'-biphenyl]-4-carboxylicacid;[1,1'-Biphenyl]-4-carboxylic acid, 3'-methyl-;A831368

Chemical Property of 4-(3-Methylphenyl)benzoic acid

Chemical Property:

• Boiling Point: 375.7°Cat760mmHg
• Flash Point: 173.3°C
• PSA: 37.30000
• Density: 1.156g/cm³
• LogP: 3.36020
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 212.083729621
• Heavy Atom Count: 16
• Complexity: 241

Purity/Quality:

98%Min ^*data from raw suppliers

3''-Methyl[1,1''-biphenyl]-4-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)C2=CC=C(C=C2)C(=O)O
• Uses: It is used as an active pharmaceutical intermediate.

Technology Process of 4-(3-Methylphenyl)benzoic acid

There total 15 articles about 4-(3-Methylphenyl)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: 100.0%

4-Bromobenzoic acid (586-76-5) + m-tolylboronic acid (17933-03-8) → 3'‐methyl‐(1,1'‐biphenyl)‐4‐carboxylic acid (5728-33-6)

Guidance literature:

With disodium hydrogenphosphate; disodium bis(2-aminopyrimidine-4,6-diolate)palladium acetate; In water; at 50 - 120 ℃; for 0.166667h; Microwave irradiation;

Reference yield: 99.7%

ethyl 3'-methyl-[1,1'-biphenyl]-4-carboxylate (134694-63-6) → 3'‐methyl‐(1,1'‐biphenyl)‐4‐carboxylic acid (5728-33-6)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran;

Reference yield: 94.0%

(cyclohexyl)(difluoro)(3-methylphenyl)silane (350792-94-8) → 3'‐methyl‐(1,1'‐biphenyl)‐4‐carboxylic acid (5728-33-6)

Guidance literature:

With tetrabutyl ammonium fluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 80 ℃; for 48h;

DOI:10.1016/S0022-328X(01)00664-7

upstream raw materials:

3,4'-dimethylbiphenyl

methyl 3'-methyl-[1,1'-biphenyl]-4-carboxylate

benzoic acid methyl ester

1-amino-3-methylbenzene

Downstream raw materials:

(10,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-(3'-methyl-[1,1'-biphenyl]-4-yl)-methanone

Refernces

• 1、 Pollinger, Julius,Schierle, Simone,Gellrich, Leonie,Ohrndorf, Julia,Kaiser, Astrid,Heitel, Pascal,Chaikuad, Apirat,Knapp, Stefan,Merk, Daniel. "A Novel Biphenyl-based Chemotype of Retinoid X Receptor Ligands Enables Subtype and Heterodimer Preferences". supporting information. p. 1346 - 1352. Retrieved 2019/09/12.
• 2、 Edwards, Grant A.,Trafford, Mitchell A.,Hamilton, Alaina E.,Buxton, Audrey M.,Bardeaux, Matthew C.,Chalker, Justin M.. "Melamine and melamine-formaldehyde polymers as ligands for palladium and application to Suzuki-Miyaura cross-coupling reactions in sustainable solvents". . p. 2094 - 2104. Retrieved 2014/04/03.