Methyl 4-biphenylcarboxylate

Base Information

• Chemical Name: Methyl 4-biphenylcarboxylate
• CAS No.: 720-75-2
• Molecular Formula: C14H12 O2
• Molecular Weight: 212.248
• Hs Code.: 29163990
• European Community (EC) Number: 211-954-4
• NSC Number: 234749,16285
• UNII: Y85RBC5X3U
• DSSTox Substance ID: DTXSID8061054
• Nikkaji Number: J21.982G
• Wikidata: Q72494677
• Mol file: 720-75-2.mol

Synonyms:720-75-2;Methyl 4-biphenylcarboxylate;Methyl 4-phenylbenzoate;Methyl [1,1'-biphenyl]-4-carboxylate;Methyl biphenyl-4-carboxylate;Methyl p-phenylbenzoate;4-Biphenylcarboxylic acid, methyl ester;Methyl (1,1'-biphenyl)-4-carboxylate;Methyl-4-phenylbenzoate;[1,1'-Biphenyl]-4-carboxylic acid, methyl ester;biphenyl-4-carboxylic acid methyl ester;Y85RBC5X3U;p-Phenylbenzoic acid methyl ester;(1,1'-Biphenyl)-4-carboxylic acid, methyl ester;[1, methyl ester;EINECS 211-954-4;NSC 16285;NSC-16285;NSC 234749;NSC-234749;MFCD00017200;UNII-Y85RBC5X3U;SCHEMBL1105491;DTXSID8061054;4-Phenylbenzoic acid methyl ester;Biphenyl-4-carboxylic acid methyl;NSC16285;NSC234749;STL477113;AKOS000277176;Methyl[1,1'-biphenyl]-4-carboxylate;CS-W015012;AC-10357;AS-62667;FT-0617684;D97462;A837413;W-104500;4-[bis[4-(dimethylamino)phenyl]methyl]-2-ethoxy-phenol

Chemical Property of Methyl 4-biphenylcarboxylate

Chemical Property:

• Appearance/Colour: Powder
• Vapor Pressure: 0.000709mmHg at 25°C
• Melting Point: 118 ºC
• Refractive Index: 1.517
• Boiling Point: 307.8°C at 760 mmHg
• Flash Point: 132.7°C
• PSA: 26.30000
• Density: 1.048g/cm³
• LogP: 3.14020
• Storage Temp.: 2-8°C
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 212.083729621
• Heavy Atom Count: 16
• Complexity: 223

Purity/Quality:

99% ^*data from raw suppliers

METHYL 4-BIPHENYLCARBOXYLATE ^*data from reagent suppliers

Safty Information:

• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of Methyl 4-biphenylcarboxylate

There total 288 articles about Methyl 4-biphenylcarboxylate 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%

Methyl 4-chlorobenzoate (1126-46-1) + phenylboronic acid (98-80-6) → methyl 4-phenylbenzoate (720-75-2) + ethyl 4-phenylbenzoate (6301-56-0)

Guidance literature:

With 5%-palladium/activated carbon; N,N′-bis(2,6-diisopropylphenyl)imidazolylidene hydrochloride; sodium hydroxide; phosphorous acid trimethyl ester; In ethanol; at 80 ℃; for 5h; Inert atmosphere;

DOI:10.1002/aoc.3076

Reference yield: 94.0%

triphenylindium (3958-47-2) + 4-methoxycarbonylbenzenediazonium o-benzenedisulfonimide → biphenyl (92-52-4,1594-86-1) + methyl 4-phenylbenzoate (720-75-2)

Guidance literature:

bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 20 ℃; for 0.0833333h;

DOI:10.1002/ejoc.200600527

Reference yield: 93.0%

n-butyllithium (109-72-8,29786-93-4) + 4,5-dimethyl-2-phenyl-1,3,2-dioxaborolane (6638-68-2) + methyl 4-(methanesulfonyloxy)benzoate (161497-18-3) → methyl 4-phenylbenzoate (720-75-2) + methyl 4-(n-butyl)benzoate (20651-69-8)

Guidance literature:

n-butyllithium; 4,5-dimethyl-2-phenyl-1,3,2-dioxaborolane; With bis(triphenylphosphine)nickel(II) chloride; In tetrahydrofuran; at 20 ℃; for 0.25h;

methyl 4-(methanesulfonyloxy)benzoate; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1016/S0022-328X(02)01174-9

upstream raw materials:

diazomethane

biphenyl-4-carboxylic acid

benzoic acid methyl ester

benzenediazonium

Downstream raw materials:

biphenyl-4-yl methanol

1-biphenyl-4-yl-butan-1-ol

1-([1,1'-biphenyl]-4-yl)propan-1-ol

biphenyl-4-carboxylic acid

Refernces

• 1、 Xi, Chanjuan,Yu, Bingran,Yan, Xiaoyu,Tang, Ning. "Synthesis, characterization, and catalytic activity of (1,2-Diaryl) alkenylphosphine palladium complexes". . p. 1323 - 1328. Retrieved 2013.
• 2、 Kalita, Mukul,Tamuli, Kashyap Jyoti,Barman, Pranjit,Sarma, Bipul,Baruah, Reshita,Deka Boruah, Hari Prasanna. "Synthesis, crystal structure, bioactivities of Ni(II), Cu(II), Co(II) and Pd(II) complexes with unsymmetrical thioether donor Schiff base: Phosphine free Pd(II) complex catalyzed Suzuki reaction". . p. 140 - 147. Retrieved 2015.
• 3、 Y?lmaz, ülkü,Kü?ükbay, Hasan. "Effects of new NHC derivatives as ligands in the Suzuki–Miyaura reaction". . p. 1184 - 1196. Retrieved 2021.
• 4、 Schulman et al.. "". . p. 2686,2687. Retrieved 1974.
• 5、 Phan, Nam T.S.,Brown, David H.,Styring, Peter. "A polymer-supported salen-type palladium complex as a catalyst for the Suzuki-Miyaura cross-coupling reaction". . p. 7915 - 7919. Retrieved 2004.
• 6、 Ishikawa, Takumi,Iwai, Tomohiro,Masai, Hiroshi,Murata, Mako,Terao, Jun. "Irradiation with UV Light Accelerates the MigitaKosugiStille Coupling Reaction in Air". supporting information. p. 124 - 126. Retrieved 2022/02/14.
• 7、 Medina-Mercado, Ignacio,Porcel, Susana. "Biaryl Coupling of Aryldiazonium Salts and Arylboronic Acids Catalysed by Gold". . . Retrieved 2022/03/15.