Methyl 4-(2-methylphenyl)benzoate

Base Information

• Chemical Name: Methyl 4-(2-methylphenyl)benzoate
• CAS No.: 89900-99-2
• Molecular Formula: C15H14 O2
• Molecular Weight: 226.275
• DSSTox Substance ID: DTXSID90362644
• Nikkaji Number: J1.527.438G
• Wikidata: Q82145917
• Mol file: 89900-99-2.mol

Synonyms:89900-99-2;Methyl 4-(2-methylphenyl)benzoate;2'-methyl-[1,1'-biphenyl]-4-carboxylic acid methyl ester;methyl 2'-methyl-[1,1'-biphenyl]-4-carboxylate;4-(2-methylphenyl)benzoic acid methyl ester;4-methyloxycarbonyl-2'-methyl-1,1'-biphenyl;methyl 2'-methyl[1,1'-biphenyl]-4-carboxylate;methyl 4-(o-tolyl)benzoate;SCHEMBL3312749;DTXSID90362644;MFCD05981798;AKOS004113946;BB 0222624;CS-0189064;2'-Methylbiphenyl-4-carboxylic acid methyl ester;2'-methyl biphenyl-4-carboxylic acid methyl ester;A843373

Chemical Property of Methyl 4-(2-methylphenyl)benzoate

Chemical Property:

• Boiling Point: 335.3±21.0 °C(Predicted)
• Flash Point: 148.4oC
• PSA: 26.30000
• Density: 1.083±0.06 g/cm3(Predicted)
• LogP: 3.44860
• XLogP3: 4.3
• 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

[1,1'-BIPHENYL]-4-CARBOXYLICACID,2'-METHYL-,METHYLESTER 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1C2=CC=C(C=C2)C(=O)OC

Technology Process of Methyl 4-(2-methylphenyl)benzoate

There total 2 articles about Methyl 4-(2-methylphenyl)benzoate 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: 30.0%

methyl 4-iodobenzoate (619-44-3) + toluene (108-88-3,15644-74-3,16713-13-6) → methyl 4-(4-tolyl)benzoate (49742-56-5) + methyl 3'-methyl-[1,1'-biphenyl]-4-carboxylate (89900-94-7) + 4-methyloxycarbonyl-2'-methyl-1,1'-biphenyl (89900-99-2)

Guidance literature:

With tris(4-anisyl)amine; 2-butyl-4,7-bis(1-methyl-1H-pyrrol-2-yl)-2H-benzo[d][1,2,3]triazole; In dimethyl sulfoxide; at 20 ℃; for 24h; Irradiation; Schlenk technique; Inert atmosphere;

DOI:10.1002/adsc.201800950

Reference yield:

toluene (108-88-3,15644-74-3,16713-13-6) + methyl 4-formylbenzoate (1571-08-0) → methyl 4-(4-tolyl)benzoate (49742-56-5) + methyl 3'-methyl-[1,1'-biphenyl]-4-carboxylate (89900-94-7) + 4-methyloxycarbonyl-2'-methyl-1,1'-biphenyl (89900-99-2)

Guidance literature:

With di-tert-butyl peroxide; 1,2-Dinitrobenzene; at 150 ℃; for 12h; Overall yield = 54 %; Overall yield = 24.4 mg; Inert atmosphere; Sealed tube;

DOI:10.1039/c4cc10155c

Reference yield: 92.0%

4-methyloxycarbonyl-2'-methyl-1,1'-biphenyl (89900-99-2) → 2'-bromomethylbiphenyl-4-carboxylic acid methyl ester (133240-26-3)

Guidance literature:

With tetrachloromethane; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); at 95 ℃;

DOI:10.1016/j.bmc.2008.02.078

upstream raw materials:

toluene

methyl 4-formylbenzoate

methyl 4-iodobenzoate

Downstream raw materials:

2'-bromomethylbiphenyl-4-carboxylic acid methyl ester

Refernces

• 1、 Tang, Ren-Jin,He, Qing,Yang, Luo. "Metal-free oxidative decarbonylative coupling of aromatic aldehydes with arenes: Direct access to biaryls". supporting information. p. 5925 - 5928. Retrieved 2015/03/30.