Ethyl 4'-methoxy[1,1'-biphenyl]-4-carboxylate

Base Information

• Chemical Name: Ethyl 4'-methoxy[1,1'-biphenyl]-4-carboxylate
• CAS No.: 732-80-9
• Molecular Formula: C16H16O3
• Molecular Weight: 256.301
• Hs Code.: 2922299090
• DSSTox Substance ID: DTXSID50377416
• Nikkaji Number: J734.890H
• Wikidata: Q82166615
• Mol file: 732-80-9.mol

Synonyms:732-80-9;Ethyl 4'-methoxy[1,1'-biphenyl]-4-carboxylate;ethyl 4-(4-methoxyphenyl)benzoate;ethyl 4'-methoxybiphenyl-4-carboxylate;Ethyl 4'-methoxy-[1,1'-biphenyl]-4-carboxylate;MFCD00671953;Ethyl 4'-methoxy-4-biphenylcarboxylate;Ethyl4'-methoxy-[1,1'-biphenyl]-4-carboxylate;SCHEMBL2997359;DTXSID50377416;LGFDQZCUDVWAIQ-UHFFFAOYSA-N;4-(p-Anisyl)benzoic acid ethyl ester;AKOS002682984;ethyl 4-methoxybiphenyl-4'-carboxylate;Ethyl-4'-methoxy-4-biphenylcarboxylate;(+)-1-(9-fluorenyl)ethylchloroformate;ethyl-4'-methoxy-biphenyl-4-carboxylate;4-(4-methoxyphenyl)benzoic acid ethyl ester;CS-0204277;FT-0632887;Ethyl 4'-methoxy-4-biphenylcarboxylate, 90%;4'-Methoxy-biphenyl-4-carboxylic acid ethyl ester;4-Biphenylcarboxylic acid,4'-methoxy-,ethyl ester;7Y-0816;A837775;J-521036;[1,1'-Biphenyl]-4-carboxylicacid,4'-methoxy-,ethyl ester;4'-Methoxy-[1,1'-biphenyl]-4-carboxylic acid ethyl ester;4'-Methoxy-[1,1'-biphenyl]4-carboxylic acid, ethyl ester;4'-Methoxy-[1,1'-biphenyl]-4-carboxylic acid, ethyl ester

Chemical Property of Ethyl 4'-methoxy[1,1'-biphenyl]-4-carboxylate

Chemical Property:

• Melting Point: 102-108 °C(lit.)
• Boiling Point: 386.6 °C at 760 mmHg
• Flash Point: 162.8 °C
• PSA: 35.53000
• Density: 1.099 g/cm³
• LogP: 3.53890
• Storage Temp.: 2-8°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 256.109944368
• Heavy Atom Count: 19
• Complexity: 274

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl4''-methoxybiphenyl-4-carboxylate ^*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=C(C=C2)OC
• Uses: Ethyl 4''-methoxybiphenyl-4-carboxylate

Technology Process of Ethyl 4'-methoxy[1,1'-biphenyl]-4-carboxylate

There total 11 articles about Ethyl 4'-methoxy[1,1'-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: 89.0%

ethyl 4-chlorobenzoate (7335-27-5) + 4-methoxyphenyl magnesium bromide (13139-86-1) → 4,4'-Dimethoxybiphenyl (2132-80-1) + 4'-methoxy-biphenyl-4-carboxylic acid ethyl ester (732-80-9)

Guidance literature:

With C₆₈H₇₂Cl₂N₆NiP₂; water; lithium chloride; zinc(II) chloride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; at 25 ℃; Inert atmosphere;

DOI:10.1002/chem.201001022

Reference yield: 88.0%

Ethyl 4-bromobenzoate (5798-75-4) + para-iodoanisole (696-62-8) → benzoic acid ethyl ester (93-89-0,99341-95-4) + diethyl biphenyl-4,4'-dicarboxylate (47230-38-6) + 4,4'-Dimethoxybiphenyl (2132-80-1) + 4'-methoxy-biphenyl-4-carboxylic acid ethyl ester (732-80-9)

Guidance literature:

With pyridine; tetrabutylammonium tetrafluoroborate; In acetonitrile; at 20 ℃; Electrolysis; iron rod as anode; stainless steel grid as cathode;

DOI:10.1016/S0040-4020(02)01030-X

Reference yield: 84.0%

1-bromo-4-methoxy-benzene (104-92-7) + Ethyl 4-bromobenzoate (5798-75-4) → diethyl biphenyl-4,4'-dicarboxylate (47230-38-6) + 4,4'-Dimethoxybiphenyl (2132-80-1) + 4'-methoxy-biphenyl-4-carboxylic acid ethyl ester (732-80-9) + methoxybenzene (100-66-3)

Guidance literature:

With pyridine; tetrabutylammonium tetrafluoroborate; In acetonitrile; at 20 ℃; Electrolysis; iron rod as anode; stainless steel grid as cathode;

DOI:10.1016/S0040-4020(02)01030-X

upstream raw materials:

1-bromo-4-methoxy-benzene

Ethyl 4-bromobenzoate

para-iodoanisole

4-iodobenzoic acid ethyl ester

Refernces

• 1、 Otsuka, Shinya,Fujino, Daishi,Murakami, Kei,Yorimitsu, Hideki,Osuka, Atsuhiro. "Palladium-Catalyzed Cross-Coupling of Unactivated Aryl Sulfides with Arylzinc Reagents under Mild Conditions". supporting information. p. 13146 - 13149. Retrieved 2016/02/19.
• 2、 Cahiez, Gerard,Duplais, Christophe,Buendia, Julien. "Manganese-catalyzed oxidative cross-coupling of grignard reagents with oxygen as an oxidant". supporting information; experimental part. p. 6731 - 6734. Retrieved 2009/12/07.