BIPHENYL-2,2'-DICARBOXYLIC ACID DIMETHYL ESTER

Base Information

• Chemical Name: BIPHENYL-2,2'-DICARBOXYLIC ACID DIMETHYL ESTER
• CAS No.: 5807-64-7
• Molecular Formula: C16H14 O4
• Molecular Weight: 270.285
• Mol file: 5807-64-7.mol

Synonyms:Diphenicacid, dimethyl ester (6CI,7CI,8CI); [1,1'-Biphenyl]-2,2'-dicarboxylic acid,dimethyl ester (9CI); Dimethyl 2,2'-biphenyldicarboxylate; Dimethyl diphenate;NSC 116211

Chemical Property of BIPHENYL-2,2'-DICARBOXYLIC ACID DIMETHYL ESTER

Chemical Property:

• Melting Point: 74°C
• Refractive Index: 1.5447 (estimate)
• Boiling Point: 423.8 °C at 760 mmHg
• Flash Point: 215.1 °C
• PSA: 52.60000
• Density: 1.172 g/cm³
• LogP: 2.92680

Purity/Quality:

99%min ^*data from raw suppliers

BIPHENYL-2,2'-DICARBOXYLIC ACID DIMETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BIPHENYL-2,2'-DICARBOXYLIC ACID DIMETHYL ESTER

There total 20 articles about BIPHENYL-2,2'-DICARBOXYLIC ACID DIMETHYL ESTER 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: 96.0%

2-(methoxycarbonyl)benzenediazonium tetrafluoroborate (342-54-1) → benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + diphenic acid dimethyl ester (5807-64-7)

Guidance literature:

With copper(I) triflate; In acetonitrile; at 0 - 20 ℃; for 26h;

DOI:10.1016/j.tet.2007.04.016

Reference yield: 90.0%

methyl 2-(methyl(nitroso)amino)benzoate (68061-82-5) → benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + 4-nitrobenzoic acid methyl ester (619-50-1) + diphenic acid dimethyl ester (5807-64-7) + dimethyl [1,1'-biphenyl]-2,4'-dicarboxylate (55676-77-2) + dimethyl (1,1'-biphenyl)-2,3'-dicarboxylate (32947-58-3) + 2-(benzoyl-methylamino)benzoic acid methyl ester (75541-61-6) + 2-carbomethoxyaniline (134-20-3) + Methyl N-methylanthranilate (85-91-6) + methyl 2-(benzamido)benzoate (7510-49-8) + N-formylanthranilic acid methyl ester (41270-80-8)

Guidance literature:

at 220 ℃; for 0.25h; Sealed tube;

DOI:10.1039/c5ra07612a

Reference yield: 79.0%

o-nitroiodobenzene (609-73-4) + o-iodo-methyl-benzoic acid (610-97-9) → 1-nitro-2-(2-nitrophenyl)benzene (2436-96-6) + diphenic acid dimethyl ester (5807-64-7) + 2'-nitro[1,1'-biphenyl]-2-carboxylic acid methyl ester (7605-67-6)

Guidance literature:

With copper; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In dimethyl sulfoxide; at 90 ℃; for 2.5h; Title compound not separated from byproducts;

DOI:10.1021/ol0490375

upstream raw materials:

diazomethane

sodium acetoacetonate

copper(I) 2-bromobenzoate

mesitylcopper(I)

Downstream raw materials:

2,2'-bis(hydroxyldiphenylmethyl)biphenyl

9-oxo-9H-fluorene-4-carboxylic acid

2,2'-bis[bis(p-methoxyphenyl)hydroxymethyl]biphenyl

6H-benzo[c]chromen-6-one

Refernces

• 1、 Luo, Jiaying,Lu, Youling,Liu, Saiwen,Liu, Jing,Deng, Guo-Jun. "Efficient one-pot synthesis of dibenzopyranones via a decarboxylative cross-coupling and lactonization sequence". supporting information; scheme or table. p. 2604 - 2608. Retrieved 2011/12/01.
• 2、 Kim, Hoo Sook,Gowrisankar, Saravanan,Kim, Eun Sun,Kim, Jae Nyoung. "A brand-new Pd-mediated generation of benzyne and its [2+2+2] cycloaddition: δ-carbon elimination and concomitant decarboxylation". scheme or table. p. 6569 - 6572. Retrieved 2009/04/05.