24261-13-0

Basic information

• Product Name: Tetramethyl 1,2,3,4-butanetetracarboxylate
• Synonyms: Tetramethyl 1,2,3,4-butanetetracarboxylate;1,2,3,4-Butanetetracarboxylic acid tetramethyl ester
• CAS NO: 24261-13-0
• Molecular Formula: C₁₂H₁₈O₈
• Molecular Weight: 290.27
• Mol File: 24261-13-0.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Tetramethyl 1,2,3,4-butanetetracarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Tetramethyl 1,2,3,4-butanetetracarboxylate(24261-13-0)
• EPA Substance Registry System: Tetramethyl 1,2,3,4-butanetetracarboxylate(24261-13-0)

Safety Data

• Hazardous Substances Data: 24261-13-0(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 624-48-6 dimethyl cis-but-2-ene-1,4-dioate 
• 108-88-3 toluene 

Relevant articles and documents

Benzyl radicals from toluene by photosensitization with naphthalene-1,4- dicarbonitrile - Benzylation and hydroxymethylation of unsaturated compounds

In aprotic media, photoinduced electron transfer from toluene to 1,4- naphthalenedicarbonitrile (DCN) is followed by in-cage proton transfer and radical coupling. However, in the presence of a protic co-solvent, the radical ions diffuse out of the cage and deprotonation of the toluene radical cation takes place from the free solvated species. With (BuOH, this results in reductive benzylation of DCN through coupling of benzyl radicals with DCN-·. With MeOH, secondary hydrogen abstraction by PhCH2- yields hydroxymethyl radicals, which couple with DCN-·. Both benzyl and hydroxymethyl radicals are efficiently trapped by electrophilic alkenes. Thus, in the presence of dimethyl maleate, DCN-photosensitized benzylation - or hydroxy-methylation - of the substrate occurs through direct activation of the C-H bond. The same reaction has been accomplished with acrylonitrile, albeit with a lower yield.