1,3,5-Benzenetricarboxylic acid

Base Information

• Chemical Name: 1,3,5-Benzenetricarboxylic acid
• CAS No.: 554-95-0
• Deprecated CAS: 1585941-71-4,2634727-14-1
• Molecular Formula: C9H6O6
• Molecular Weight: 210.143
• Hs Code.: 29173980
• European Community (EC) Number: 209-077-7
• NSC Number: 3998
• UNII: OU36OO5MTN
• DSSTox Substance ID: DTXSID8021488
• Nikkaji Number: J6.466A
• Wikipedia: Trimesic_acid
• Wikidata: Q981152
• Metabolomics Workbench ID: 52429
• ChEMBL ID: CHEMBL77562
• Mol file: 554-95-0.mol

Synonyms:1,3,5-benzenetricarboxylate;1,3,5-benzenetricarboxylic acid;benzene-1,3,5-carboxylic acid;trimesic acid;trimesic acid, monosodium salt;trimesic acid, trisodium salt

Chemical Property of 1,3,5-Benzenetricarboxylic acid

Chemical Property:

• Appearance/Colour: off-white powder
• Vapor Pressure: 1.93E-13mmHg at 25°C
• Melting Point: >300 °C(lit.)
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 561.422 °C at 760 mmHg
• PKA: pK1: 2.12;pK2: 4.10;pK3: 5.18 (25°C)
• Flash Point: 307.391 °C
• PSA: 111.90000
• Density: 1.654 g/cm³
• LogP: 0.78120
• Storage Temp.: Store below +30°C.
• Solubility.: 26.3g/l
• Water Solubility.: Soluble in water, ethanol and methanol.
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 210.01643791
• Heavy Atom Count: 15
• Complexity: 237

Purity/Quality:

99%MIN ^*data from raw suppliers

Trimesinic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: C1=C(C=C(C=C1C(=O)O)C(=O)O)C(=O)O
• Uses: Trimesinic Acid is used for multifunctional therapeutics. It shows inhibitory activity against Torpedo Californica acetylcholinesterase and prevented amyloid-β peptide aggregate formation. Trimesic acid is mainly used in the industry of poxy curing agent ,Adhesives and coating material ,Engineering plastic ,Synthetic fiber ,Cross-linking agent for alkyd resin ,Plasticizer ,Pharmaceutical intermediates, Desalination membrane etc.

Technology Process of 1,3,5-Benzenetricarboxylic acid

There total 79 articles about 1,3,5-Benzenetricarboxylic acid 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: 97.0%

1,3,5-trisbromobenzene (626-39-1) + carbon dioxide (124-38-9,18923-20-1) → benzene-1,3,5-tricarboxylic acid (554-95-0)

Guidance literature:

carbon dioxide; With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate; In 1,4-dioxane; at 65 ℃; for 0.333333h; Schlenk technique;

1,3,5-trisbromobenzene; With palladium diacetate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; toluene; at 100 ℃; for 20h; Schlenk technique; Sealed tube;

DOI:10.1039/c8cc06820h

Reference yield: 95.0%

3,5-dimethylbenzoic acid (499-06-9) → benzene-1,3,5-tricarboxylic acid (554-95-0)

Guidance literature:

With zirconium(II) acetate; triethanolamine; oxygen; cobalt(II) acetate; manganese(II) acetate; acetic acid; potassium bromide; at 80 ℃; for 7h; Reagent/catalyst; Temperature; Reflux;

Reference yield: 92.0%

C23H16O7 → benzene-1,3,5-tricarboxylic acid (554-95-0)

Guidance literature:

With 2-H-1,3-di-tert-butyl-1,3,2-diazaphosphorinane; 2,2'-azobis(isobutyronitrile); 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In toluene; at 90 ℃; for 12h; chemoselective reaction;

DOI:10.1039/d0sc03220d

upstream raw materials:

3,5-dimethylbenzoic acid

1,3,5-triacetylbenzene

5-methylisophthalic aicd

triethyl benzene-1,3,5-tricarboxylate

Downstream raw materials:

1,3,5-Tris(4,5-dihydro-1H-imidazol-2-yl)benzene

1,3,5-tris-(methoxycarbonyl)benzene

triethyl benzene-1,3,5-tricarboxylate

N,N'N-Trisphenyl-1,3,5-benzenetricarbonamide

Refernces

• 1、 Broto-Ribas, Anna,Busqué, Félix,Carné-Sánchez, Arnau,Gándara, Felipe,Guillerm, Vincent,Imaz, Inhar,Juanhuix, Judith,Jurado, Sergio,Maspoch, Daniel,Ortín-Rubio, Borja,Yang, Yunhui. "Clip-off Chemistry: Synthesis by Programmed Disassembly of Reticular Materials**". supporting information. . Retrieved 2021/12/09.
• 2、 Zhang, Guoxiang,Zhang, Zongnan,Zeng, Rong. "Photoinduced FeCl3-Catalyzed Alkyl Aromatics Oxidation toward Degradation of Polystyrene at Room Temperature?". supporting information. p. 3225 - 3230. Retrieved 2021/09/28.