Ethyl biphenyl-4-carboxylate

Base Information

• Chemical Name: Ethyl biphenyl-4-carboxylate
• CAS No.: 6301-56-0
• Molecular Formula: C15H14O2
• Molecular Weight: 226.275
• Hs Code.: 2916399090
• European Community (EC) Number: 671-704-9
• NSC Number: 42478
• DSSTox Substance ID: DTXSID10978903
• Nikkaji Number: J354.721C
• Wikidata: Q63392786
• Mol file: 6301-56-0.mol

Synonyms:ethyl biphenyl-4-carboxylate;6301-56-0;ethyl 4-phenylbenzoate;ethyl [1,1'-biphenyl]-4-carboxylate;Biphenyl-4-carboxylic acid ethyl ester;[1,1'-biphenyl]-4-carboxylic acid, ethyl ester;MFCD00297796;NSC42478;CBMicro_020264;SCHEMBL570961;DTXSID10978903;ETHYL 4-BIPHENYLCARBOXYLATE;CCG-5033;NSC-42478;STK409483;AKOS003235989;NCGC00340284-01;BIM-0020401.P001;CS-0326790;p-PhenylbenzoesA currencyure-A currencythylester;AB01332778-02;Q63392786

Chemical Property of Ethyl biphenyl-4-carboxylate

Chemical Property:

• Vapor Pressure: 2.07E-05mmHg at 25°C
• Refractive Index: 1.556
• Boiling Point: 351.4 °C at 760 mmHg
• Flash Point: 159.1 °C
• PSA: 26.30000
• Density: 1.082 g/cm³
• LogP: 3.53030
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 226.099379685
• Heavy Atom Count: 17
• Complexity: 235

Purity/Quality:

99%, ^*data from raw suppliers

Biphenyl-4-carboxylicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl biphenyl-4-carboxylate

There total 156 articles about Ethyl biphenyl-4-carboxylate 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%

Ethyl 4-bromobenzoate (5798-75-4) + phenylboronic acid (98-80-6) → ethyl 4-phenylbenzoate (6301-56-0)

Guidance literature:

With potassium carbonate; Pd(OAc)2 on N,N-diethylaminopropylated alumina; In ethanol; water; at 20 ℃; for 4h;

DOI:10.1039/b704098a

Reference yield: 100.0%

ethyl 4-chlorobenzoate (7335-27-5) + phenylboronic acid (98-80-6) → ethyl 4-phenylbenzoate (6301-56-0)

Guidance literature:

With C₃₃H₄₉ClN₂PdSi; potassium carbonate; In ethanol; at 20 ℃; for 24h; Reagent/catalyst; Solvent; Catalytic behavior;

DOI:10.1016/j.jorganchem.2021.122096

Reference yield: 99.0%

ethyl 4-(tosyloxy)benzoate (98634-20-9) + phenylboronic acid (98-80-6) → ethyl 4-phenylbenzoate (6301-56-0)

Guidance literature:

With trans-chloro(1-naphthyl)bis-(triphenylphosphine)nickel(II); potassium carbonate; triphenylphosphine; In toluene; at 100 ℃; for 5h; Inert atmosphere;

DOI:10.1002/ejoc.201000147

upstream raw materials:

ethanol

4-cyano-1,1'-biphenyl

benzoic acid ethyl ester

4-biphenyl-carboxylic acid chloride

Downstream raw materials:

4-phenylbenzohydrazide

(4-biphenylyl)acetic acid

biphenyl-4-yl methanol

4-amino-5-(1,1'-biphenyl-4-yl)-2,4-dihydro-3H[1,2,4]triazole-3-thione

Refernces

• 1、 Bayguzina,Erokhina,Khusnutdinov. "Synthesis of alkyl biphenyl-4-carboxylates by reaction of biphenyl with carbon tetrachloride and alcohols in the presence of Fe2(CO)9". . . Retrieved 2017.
• 2、 Onozawa, Shun-Ya,Fukaya, Norihisa,Saitou, Kaori,Sakakura, Toshiyasu,Yasuda, Hiroyuki. "PEG modification effect of silica on the Suzuki-Miyaura coupling reaction using silica-immobilized palladium catalysts". . p. 866 - 871. Retrieved 2011.
• 3、 Becker, Katja,Benvenuti, Manuela,Bossis, Guillaume,Conde, Pierre-Alexis,Crowder, Michael W.,Dillenberger, Melissa,Docquier, Jean-Denis,Gavara, Laurent,Hernandez, Jean-Fran?ois,Legru, Alice,Mangani, Stefano,Pozzi, Cecilia,Sannio, Filomena,Tassone, Giusy,Thomas, Caitlyn A.,Verdirosa, Federica. "1,2,4-Triazole-3-thione compounds with a 4-ethyl alkyl/aryl sulfide substituent are broad-spectrum metallo-β-lactamase inhibitors with re-sensitization activity". supporting information. . Retrieved 2021/10/12.
• 4、 Ko?odziejski, Micha?,Brock, Aidan J.,Kurpik, Gracjan,Walczak, Anna,Li, Feng,Clegg, Jack K.,Stefankiewicz, Artur R.. "Charge Neutral [Cu2L2] and [Pd2L2] Metallocycles: Self-Assembly, Aggregation, and Catalysis". supporting information. p. 9673 - 9679. Retrieved 2021/06/30.