4'-Methylbiphenyl-2-carboxylic acid methyl ester

Base Information

• Chemical Name: 4'-Methylbiphenyl-2-carboxylic acid methyl ester
• CAS No.: 114772-34-8
• Molecular Formula: C15H14O2
• Molecular Weight: 226.275
• Hs Code.: 2916399090
• European Community (EC) Number: 601-324-0
• DSSTox Substance ID: DTXSID00362716
• Nikkaji Number: J1.006.196B
• Wikidata: Q72492770
• Mol file: 114772-34-8.mol

Synonyms:114772-34-8;4'-Methylbiphenyl-2-carboxylic acid methyl ester;Methyl 4'-methyl-[1,1'-biphenyl]-2-carboxylate;Methyl 4'-Methylbiphenyl-2-carboxylate;Methyl 2-(4-Methylphenyl)benzoate;Methyl 2-(p-Tolyl)benzoate;[1,1'-Biphenyl]-2-carboxylic acid, 4'-methyl-, methyl ester;MFCD03453661;2-(p-Tolyl)benzoic Acid Methyl Ester;methyl 4'-methyl[1,1'-biphenyl]-2-carboxylate;SCHEMBL249;DTXSID00362716;BCP12224;methyl 2-(4'-methylphenyl)benzoate;methyl 4'methylbiphenyl-2-carboxylate;4 inverted exclamation mark -methylbiphenyl-2-carboxylic acid methyl ester;AKOS004114791;AC-6373;AM90277;AS-3158;methyl 4'-methyl-biphenyl-2-carboxylate;Methyl 4\'-methylbiphenyl-2-carboxylate;SY050604;BB 0223440;CS-0196517;FT-0642789;M1809;methyl 4'-methyl-1,1'-biphenyl-2-carboxylate;methyl 4'-methyl-(1,1'biphenyl)-2-carboxylate;Methyl4'-methyl-[1,1'-biphenyl]-2-carboxylate;A803227;J-003130;J-522379;methyl 4'-methyl-(1, 1'-biphenyl)-2-carboxylate;[1,1'-Biphenyl]-2-carboxylic acid,4'-methyl-,methyl ester;4'-Methylbiphenyl-2-carboxylic acid methyl ester, AldrichCPR;Methyl 4 inverted exclamation mark -Methylbiphenyl-2-carboxylate

Chemical Property of 4'-Methylbiphenyl-2-carboxylic acid methyl ester

Chemical Property:

• Melting Point: 60-61 °C
• Boiling Point: 359.4 °C at 760 mmHg
• Flash Point: 164.3 °C
• PSA: 26.30000
• Density: 1.083 g/cm³
• LogP: 3.44860
• Solubility.: soluble in Toluene
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 226.099379685
• Heavy Atom Count: 17
• Complexity: 254

Purity/Quality:

99% ^*data from raw suppliers

Methyl 2-(p-Tolyl)benzoate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CC=CC=C2C(=O)OC
• Uses: Methyl 2-(p-Tolyl)benzoate is an intermediate in the synthesis of Telmisartan (T017000) analogs.

Technology Process of 4'-Methylbiphenyl-2-carboxylic acid methyl ester

There total 48 articles about 4'-Methylbiphenyl-2-carboxylic acid methyl ester 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: 98.05%

methanol (67-56-1) + o-tolylbenzoic acid (7148-03-0) → methyl 4'-methylbiphenyl-2-carboxylate (114772-34-8)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; at 25 ℃; for 3h; Temperature; Large scale;

Reference yield: 98.0%

2-bromobenzoic acid methyl ester (610-94-6) + 4-methylphenylboronic acid (5720-05-8) → methyl 4'-methylbiphenyl-2-carboxylate (114772-34-8)

Guidance literature:

With tetra-butylammonium acetate; Pd EnCat-30^TM; In ethanol; at 120 ℃; for 0.166667h; microwave irradiation;

DOI:10.1002/chem.200501400

Reference yield: 97.0%

o-tolylbenzoic acid (7148-03-0) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 4'-methylbiphenyl-2-carboxylate (114772-34-8)

Guidance literature:

In methanol; for 4h;

upstream raw materials:

methanol

o-tolylbenzoic acid

4-tolyl iodide

o-iodo-methyl-benzoic acid

Downstream raw materials:

2-(4-methylphenyl)benzaldehyde

2-<2-fluoro-2-(benzenesulfonyl)ethen-1-yl>-4'-methylbiphenyl

2-(4'-methylbiphenyl-2-yl)-1-(benzenesulfonyl)acrylonitrile

2-<2-fluoro-1-hydroxy-2-(benzenesulfonyl)ethyl>-4'-methylbiphenyl

Refernces

• 1、 Inada, Kaoru,Miyaura, Norio. "Synthesis of biaryls via cross-coupling reaction of arylboronic acids with aryl chlorides catalyzed by NiCl2/Triphenylphosphine complexes". . p. 8657 - 8660. Retrieved 2000.
• 2、 Fairlamb, Ian J.S.,Kapdi, Anant R.,Lynam, Jason M.,Taylor, Richard J.K.,Whitwood, Adrian C.. "Bis(triphenylphosphine)palladium(II)succinimide as a precatalyst for Suzuki cross-coupling - Subtle effects exerted by the succinimide ligand". . p. 5711 - 5718. Retrieved 2004.
• 3、 Hayakawa, Kazuki,Ikai, Kana,Ogiwara, Yohei,Sakai, Norio,Sakurai, Yuka. "Palladium-catalyzed intramolecular aromatic C-H acylation of 2-arylbenzoyl fluorides". . p. 1882 - 1893. Retrieved 2021/08/13.
• 4、 Wessig, Pablo,Krebs, Saskia. "N-Aroylsulfonamide-Photofragmentation (ASAP)-A Versatile Route to Biaryls". supporting information. p. 6367 - 6374. Retrieved 2021/09/29.