1,4-Benzenedicarboxylic acid, bis[4-(chlorocarbonyl)phenyl] ester

Base Information

• Chemical Name: 1,4-Benzenedicarboxylic acid, bis[4-(chlorocarbonyl)phenyl] ester
• CAS No.: 82684-68-2
• Molecular Formula: C22H12Cl2O6
• Molecular Weight: 443.24
• DSSTox Substance ID: DTXSID00451518
• Nikkaji Number: J629.950D
• Wikidata: Q82271583
• Mol file: 82684-68-2.mol

Synonyms:82684-68-2;1,4-Benzenedicarboxylic acid, bis[4-(chlorocarbonyl)phenyl] ester;SCHEMBL9064506;DTXSID00451518;4,4'-(terephthaloyldioxy)dibenzoyl dichloride;Terephthalic acid bis(4-chloroformylphenyl) ester;Terephthalic acid bis-(4-chlorocarbonyl-phenyl) ester

Chemical Property of 1,4-Benzenedicarboxylic acid, bis[4-(chlorocarbonyl)phenyl] ester

Chemical Property:

• XLogP3: 5.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 442.0010935
• Heavy Atom Count: 30
• Complexity: 586

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)OC2=CC=C(C=C2)C(=O)Cl)C(=O)OC3=CC=C(C=C3)C(=O)Cl

Technology Process of 1,4-Benzenedicarboxylic acid, bis[4-(chlorocarbonyl)phenyl] ester

There total 7 articles about 1,4-Benzenedicarboxylic acid, bis[4-(chlorocarbonyl)phenyl] 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: 56.0%

Terephthaloyl-bis-(4-oxybenzoic) acid (79403-39-7) → 1,4-bis[4-(carbonochloridoyl)phenyl] benzene-1,4-dicarboxylate (82684-68-2)

Guidance literature:

With thionyl chloride; for 2h; Heating;

Reference yield:

terephthaloyl chloride (100-20-9) + 4-hydroxy-benzoic acid (99-96-7) → 1,4-bis[4-(carbonochloridoyl)phenyl] benzene-1,4-dicarboxylate (82684-68-2)

Guidance literature:

terephthaloyl chloride; 4-hydroxy-benzoic acid;

With thionyl chloride;

DOI:10.1166/jnn.2011.4135

Reference yield:

terephthaloyl chloride (100-20-9) → 1,4-bis[4-(carbonochloridoyl)phenyl] benzene-1,4-dicarboxylate (82684-68-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 87.6 percent / 0.4 N aq. Na₂CO₃ / CHCl₃ / 10 h

2: 56 percent / SOCl₂ / 2 h / Heating

With thionyl chloride; sodium carbonate; In chloroform;

upstream raw materials:

Terephthaloyl-bis-(4-oxybenzoic) acid

terephthaloyl chloride

4-hydroxy-benzoic acid

Downstream raw materials:

C₅₂H₅₆N₂O₁₂

C₆₂H₇₂N₂O₁₆

C₃₈H₄₄Br₂O₈

diallyl terephthaloyl-bis(4-oxybenzoate)

Refernces

• 1、 Homocianu, Mihaela,Macsim, Ana Maria,Serbezeanu, Diana,Vlad-Bubulac, Tǎchitǎ. "From cyclohexanone to photosensitive polyesters: Synthetic pathway, basic characterization, and photo-/halochromic properties". . . Retrieved 2020/07/31.
• 2、 Chui, Jonathan K. W.,Fyles, Thomas M.,Luong, Horace. "Planar-bilayer activities of linear oligoester bolaamphiphiles". supporting information; experimental part. p. 1562 - 1569. Retrieved 2012/01/05.