3,5-Bis(methoxycarbonyl)benzoic acid

Base Information

• Chemical Name: 3,5-Bis(methoxycarbonyl)benzoic acid
• CAS No.: 38588-64-6
• Molecular Formula: C11H10 O6
• Molecular Weight: 238.197
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID90497021
• Nikkaji Number: J1.994.093D
• Wikidata: Q82346320
• Mol file: 38588-64-6.mol

Synonyms:3,5-Bis(methoxycarbonyl)benzoic acid;38588-64-6;MFCD06797584;Dimethyl trimesicate;Trimesic acid dimethyl ester;1,3,5-Benzenetricarboxylic acid, dimethyl ester;1,3,5-BENZENETRICARBOXYLIC ACID DIMETHYL ESTER;SCHEMBL7234945;DTXSID90497021;OGZWRRQXMPHWIZ-UHFFFAOYSA-N;3,5-Bis(methoxycarbonyl)benzoicacid;AKOS022173485;AB29691;DS-7294;SY116199;CS-0010337;FT-0716101

Chemical Property of 3,5-Bis(methoxycarbonyl)benzoic acid

Chemical Property:

• Melting Point: 264 °C (decomp)(Solv: water (7732-18-5))
• Boiling Point: 415.1±35.0 °C(Predicted)
• PKA: 3.46±0.10(Predicted)
• PSA: 89.90000
• Density: 1.340±0.06 g/cm3(Predicted)
• LogP: 0.95800
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 238.04773803
• Heavy Atom Count: 17
• Complexity: 300

Purity/Quality:

98% ^*data from raw suppliers

3,5-Bis(methoxycarbonyl)benzoicacid 95+% ^*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)C(=O)O)C(=O)OC

Technology Process of 3,5-Bis(methoxycarbonyl)benzoic acid

There total 6 articles about 3,5-Bis(methoxycarbonyl)benzoic 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: 83.0%

1,3,5-tris-(methoxycarbonyl)benzene (2672-58-4) → 3,5-bis(methoxycarbonyl)benzoic acid (38588-64-6)

Guidance literature:

With sodium hydroxide; In methanol; water; at 50 ℃; for 0.25h; Microwave irradiation;

DOI:10.1039/c6cc09203a

Reference yield: 83.0%

1,3,5-tris-(methoxycarbonyl)benzene (2672-58-4) → 3,5-bis(methoxycarbonyl)benzoic acid (38588-64-6) + 3,5-dicarboxylic acid-1-benzoic acid methyl ester (18263-95-1)

Guidance literature:

With water; sodium hydroxide; In methanol; for 8h;

Reference yield:

methanol (67-56-1) + benzene-1,3,5-tricarboxylic acid (554-95-0) → 1,3,5-tris-(methoxycarbonyl)benzene (2672-58-4) + 3,5-bis(methoxycarbonyl)benzoic acid (38588-64-6) + 3,5-dicarboxylic acid-1-benzoic acid methyl ester (18263-95-1)

Guidance literature:

In diethyl ether; at 0 - 20 ℃; for 1h;

DOI:10.1021/ic502697y

upstream raw materials:

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

benzene-1,3,5-tricarboxylic acid

benzene-1,2,3-tricarboxlic acid

methanol

Downstream raw materials:

5-(6-methyl-4-oxo-4H-chromen-2-yl)-isophthalic acid dimethyl ester

1-(2-acetyl-4-methylphenyl) 3,5-dimethyl benzene-1,3,5-tricarboxylate

dimethyl 5-[3-(2-hydroxy-5-methylphenyl)-3-oxopropanoyl]isophthalate

3,5-bis(hydroxylmethyl)benzoic acid

Refernces

• 1、 Dyker, Gerald. "Silica-Mediated Monohydrolysis of Dicarboxylic Esters". supporting information. p. 6773 - 6776. Retrieved 2021/12/31.
• 2、 Zenmyo, Naoki,Tokumaru, Hiroki,Uchinomiya, Shohei,Fuchida, Hirokazu,Tabata, Shigekazu,Hamachi, Itaru,Shigemoto, Ryuichi,Ojida, Akio. "Optimized reaction pair of the Cyshis tag and Ni(II)-Nta probe for highly selective chemical labeling of membrane proteins". supporting information. p. 995 - 1000. Retrieved 2019/07/18.