Diethyl diphenate

Base Information

• Chemical Name: Diethyl diphenate
• CAS No.: 5807-65-8
• Molecular Formula: C18H18 O4
• Molecular Weight: 298.339
• Hs Code.: 2917399090
• UNII: IUT1Q66XUZ
• DSSTox Substance ID: DTXSID90206796
• Nikkaji Number: J2.180.302B
• Wikidata: Q27280905
• Mol file: 5807-65-8.mol

Synonyms:Diethyl diphenate;5807-65-8;diethyl biphenyl 2,2'-dicarboxylate;ethyl 2-(2-ethoxycarbonylphenyl)benzoate;Diethyl 2,2'-biphenyldicarboxylate;Diphenic acid, diethyl ester;Diphenic acid diethyl ester [MI];Diethyl Biphenyl-2,2'-Dicarboxylate;IUT1Q66XUZ;Diethyl 1,1'-biphenyl-2,2'-dicarboxylate;MFCD00622115;(1,1'-Biphenyl)-2,2'-dicarboxylic acid, diethyl ester;UNII-IUT1Q66XUZ;SCHEMBL3683272;diethylbiphenyl2,2'-dicarboxylate;DTXSID90206796;DAISCGBNAKDWHR-UHFFFAOYSA-N;AKOS016017263;Q27280905

Chemical Property of Diethyl diphenate

Chemical Property:

• Vapor Pressure: 7.82E-05mmHg at 25°C
• Melting Point: 43-44 °C
• Boiling Point: 341.9°Cat760mmHg
• Flash Point: 110.8°C
• PSA: 52.60000
• Density: g/cm³
• LogP: 3.70700
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 298.12050905
• Heavy Atom Count: 22
• Complexity: 343

Purity/Quality:

99% ^*data from raw suppliers

Diethylbiphenyl2,2'-dicarboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=CC=C1C2=CC=CC=C2C(=O)OCC

Technology Process of Diethyl diphenate

There total 3 articles about Diethyl diphenate 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%

2-bromobenzoic acid ethyl ester (6091-64-1) → triphenylene (217-59-4) + benzoic acid ethyl ester (93-89-0,99341-95-4) + diethyl biphenyl 2,2'-dicarboxylate (5807-65-8)

Guidance literature:

With tetrabutyl-ammonium chloride; palladium diacetate; potassium carbonate; triphenylphosphine; In N,N-dimethyl-formamide; at 110 ℃; for 2h;

DOI:10.1016/j.tetlet.2008.09.017

Reference yield: 23.0%

ethanol (64-17-5) + phenanthrene (85-01-8) → 9H-fluorene (86-73-7) + 6H-benzo[c]chromen-6-one (2005-10-9) + 9-fluorenone (486-25-9,952573-42-1) + 2-methyl-9H-fluorene (1430-97-3) + monoethyl phthalate (2306-33-4) + diethyl biphenyl 2,2'-dicarboxylate (5807-65-8) + 9-methylene-fluorene (4425-82-5) + 3-Phenanthrol (605-87-8) + diphenic acid (863305-32-2) + 2-phenylbenzoic acid ethyl ester (19926-49-9) + phenanthrene-9,10-diol (604-84-2) + 2,2'-diphenic acid ethyl ester (27428-70-2) + 9,10-phenanthrenequinone (84-11-7)

Guidance literature:

With water; UV-irradiation; Green chemistry;

DOI:10.1039/c4ra06222a

Reference yield:

ethyl 2-iodobenzoate (1829-28-3) + diethylzinc (557-20-0) → ethyl ester of ortho-ethylbenzoic acid (56427-44-2) + diethyl biphenyl 2,2'-dicarboxylate (5807-65-8)

Guidance literature:

ethyl 2-iodobenzoate; diethylzinc; With C₂₇H₁₇Cl₂F₄OPPd; In tetrahydrofuran; hexane; at 19.84 ℃; for 3h; Schlenk technique; Inert atmosphere; Sealed tube;

With hydrogenchloride; In tetrahydrofuran; hexane; water; at 19.84 ℃; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1021/om5005379

upstream raw materials:

2-bromobenzoic acid ethyl ester

ethanol

phenanthrene

ethyl 2-iodobenzoate

Downstream raw materials:

2'-acetyl-[1,1'-biphenyl]-2-carboxylic acid

2,2'-bis-(2-hydroxymethyl-phenyl)-bibenzyl

2,2'-bis-(bromomethyl)-1,1'-biphenyl

9,10-dihydrophenanthrene

Refernces

• 1、 Gioria, Estefana,Martnez-Ilarduya, Jess M.,Espinet, Pablo. "Experimental study of the mechanism of the palladium-catalyzed aryl-alkyl negishi coupling using hybrid phosphine-electron-withdrawing olefin ligands". . p. 4394 - 4400. Retrieved 2015/04/16.