Dimethyl biphenyl-3,3'-dicarboxylate

Base Information

• Chemical Name: Dimethyl biphenyl-3,3'-dicarboxylate
• CAS No.: 1751-97-9
• Molecular Formula: C16H14O4
• Molecular Weight: 270.285
• Hs Code.: 2917399090
• NSC Number: 105647
• DSSTox Substance ID: DTXSID10295824
• Nikkaji Number: J21.984C
• Wikidata: Q82036003
• Mol file: 1751-97-9.mol

Synonyms:1751-97-9;dimethyl biphenyl-3,3'-dicarboxylate;methyl 3-[3-(methoxycarbonyl)phenyl]benzoate;methyl 3-(3-methoxycarbonylphenyl)benzoate;BIPHENYL-3,3'-DICARBOXYLIC ACID DIMETHYL ESTER;dimethyl [1,1'-biphenyl]-3,3'-dicarboxylate;[1,1'-Biphenyl]-3,3'-dicarboxylic acid, 3,3'-dimethyl ester;BIPHENYL-3,3/'-DICARBOXYLIC ACID DIMETHYL ESTER;NSC105647;NCIOpen2_007076;SCHEMBL67941;DTXSID10295824;BAA75197;MFCD09032456;AKOS015965808;NSC-105647;AC-20955;AS-41174;CS-0181055;EN300-122674;BIPHENYL-3,3-DICARBOXYLICACIDDIMETHYLESTER;[1,1'-Biphenyl]-3,3'-dicarboxylicacid,3,3'-dimethyl ester

Chemical Property of Dimethyl biphenyl-3,3'-dicarboxylate

Chemical Property:

• Boiling Point: 423.8 °C at 760 mmHg
• Flash Point: 215.1 °C
• PSA: 52.60000
• Density: 1.172g/cm³
• LogP: 2.92680
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 270.08920892
• Heavy Atom Count: 20
• Complexity: 318

Purity/Quality:

99% ^*data from raw suppliers

Dimethyl biphenyl-3,3'-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Dimethyl biphenyl-3,3'-dicarboxylate

There total 20 articles about Dimethyl biphenyl-3,3'-dicarboxylate 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%

methyl 3-iodo-benzoate (618-91-7) → biphenyl-3,3'-dicarboxylic acid dimethyl ester (1751-97-9)

Guidance literature:

With potassium iodide; nickel dibromide; zinc; In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide; at 50 ℃; for 3h;

DOI:10.1246/bcsj.53.3691

Reference yield: 95.0%

methyl 3-chlorobenzoate (2905-65-9) → biphenyl-3,3'-dicarboxylic acid dimethyl ester (1751-97-9)

Guidance literature:

With carbon dioxide; zinc; palladium on activated charcoal; In water; at 20 ℃; for 96h; under 7500.6 Torr;

DOI:10.1021/jo0349835

Reference yield: 94.0%

[3-(methoxycarbonyl)phenyl]boronic acid (99769-19-4) → biphenyl-3,3'-dicarboxylic acid dimethyl ester (1751-97-9)

Guidance literature:

With palladium diacetate; at 20 ℃; for 0.25h;

DOI:10.1016/j.mcat.2020.111366

upstream raw materials:

methanol

biphenyl-3,3'-dicarboxylic acid

methyl 3-iodo-benzoate

methyl 3-bromobenzoate

Downstream raw materials:

3,3'-Bis-di(biphenyl-4-yl)hydroxymethyl-biphenyl

3,3'-bis(diphenylhydroxymethyl)biphenyl

3,3'-Bis-di-(biphenyl-4-yl)-chlormethyl-biphenyl

Refernces

• 1、 Ozeki. "Studies on the alkaloids of Zephyranthes candida Herb. IV. Stereochemistry of nerinine". . p. 699 - 702. Retrieved 1965.
• 2、 Howarth, Joshua,James, Paraic,Dai, Jifeng. "The coupling of aryl halides in the ionic liquid [bmim]PF6". . p. 10319 - 10321. Retrieved 2000.
• 3、 Xia, Hongyu,Wang, Ganghu,Zhao, Dongbo,Zhu, Chunyin. "Visible Light Induced Aerobic Coupling of Arylboronic Acids Promoted by Hydrazone". supporting information. p. 922 - 929. Retrieved 2022/02/10.
• 4、 Zhang, Bo-Sheng,Yang, Ying-Hui,Wang, Fan,Gou, Xue-Ya,Wang, Xi-Cun,Liang, Yong-Min,Li, Yuke,Quan, Zheng-Jun. "Reductive Coupling of Aryl Halides via C—H Activation of Indene". . p. 1573 - 1579. Retrieved 2021/05/28.