Tetramethyl 1,2,3,5-benzenetetracarboxylate

Base Information

• Chemical Name: Tetramethyl 1,2,3,5-benzenetetracarboxylate
• CAS No.: 3034-97-7
• Molecular Formula: C14H14O8
• Molecular Weight: 310.26
• DSSTox Substance ID: DTXSID301260274
• Nikkaji Number: J80.623D
• Mol file: 3034-97-7.mol

Synonyms:Tetramethyl 1,2,3,5-benzenetetracarboxylate;3034-97-7;1,2,3,5-Benzenetetracarboxylic acid, tetramethyl ester;Tetramethyl prehnitate;SCHEMBL10945485;DTXSID301260274;Tetramethyl 1,2,3,5-benzenetetracarboxylate #

Chemical Property of Tetramethyl 1,2,3,5-benzenetetracarboxylate

Chemical Property:

• PSA: 105.20000
• LogP: 0.83300
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 310.06886740
• Heavy Atom Count: 22
• Complexity: 432

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Tetramethyl 1,2,3,5-benzenetetracarboxylate

There total 11 articles about Tetramethyl 1,2,3,5-benzenetetracarboxylate 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: 42.0%

methyl 2-nitroacetate (2483-57-0) + propynoic acid methyl ester (922-67-8) → tetramethyl benzene-1,2,3,5-tetracarboxylate (3034-97-7)

Guidance literature:

With triphenylphosphine; In toluene; for 24h; Heating;

DOI:10.1002/hlca.200690260

Reference yield:

benzene-1,2,3,5-tetracarboxylic acid (479-47-0) → tetramethyl benzene-1,2,3,5-tetracarboxylate (3034-97-7)

Guidance literature:

With diazomethane; diethyl ether;

DOI:10.1021/ja01337a075

Reference yield:

mesitylenecarboxylic acid (480-63-7) → tetramethyl benzene-1,2,3,5-tetracarboxylate (3034-97-7)

Guidance literature:

Multi-step reaction with 2 steps

1: alkaline aqueous potassium permanganate

2: diazomethane; diethyl ether

With diazomethane; diethyl ether; alkaline aqueous potassium permanganate;

DOI:10.1021/ja01337a075

upstream raw materials:

benzene-1,2,3,5-tetracarboxylic acid

diazomethane

2,5,7-trimethyl-3,4-dihydronaphthalen-1(2H)-one

1,3,5-Triethyl-6-propyl-cyclohexadien-(1,3)

Refernces

• 1、 Warrener,Wang,Weerasuria,Russell. "Transfer technology III: The synthesis of bridged cyclic polyenes using a new retrosynthetic algorithm as a guide". . p. 7069 - 7072. Retrieved 2007/10/02.