57314-32-6

Upstream product

• 183586-18-7 (Z)-4-Eth-(E)-ylideneaminooxy-4-hydroperoxy-but-2-enoic acid methyl ester 
• 183586-16-5 (Z)-4-Hydroperoxy-4-isopropylideneaminooxy-but-2-enoic acid methyl ester 
• 183586-15-4 (Z)-4-Cyclohexylideneaminooxy-4-hydroperoxy-but-2-enoic acid methyl ester 
• 183586-23-4 (Z)-1-hydroperoxy-N-[(Z)-3-(methoxycarbonyl)-2-propenylidene]cyclohexylamine N-oxide 
• 183586-17-6 (Z)-4-Hydroperoxy-4-[1-phenyl-eth-(E)-ylideneaminooxy]-but-2-enoic acid methyl ester 
• 186581-53-3 diazomethane 
• 1575-59-3 4-oxo-crotonic acid 

Downstream Products

• 5837-72-9 methyl (E)-4-oxo-2-butenoate 
• 2756-87-8 methyl hydrogen fumarate 

Relevant academic research and scientific papers

On the Knowledge of the Catalytic Dimerization of Acrylic Acid Derivatives by Palladium Complexes. III. Reactions of β-Palladio Acrylates and Their Relation to the Catalytic Reaction

Complexes of the type L2PdCl(CH=CHCOOCH3) (L2 = 2PPh3 or Ph2PCH2CH2PPh2) were decomposed to dimethyl muconate by pyrolysis or by substraction of the phosphine ligands with (CH3CN)2PdCl2 in acetonitrile.The last mentioned reaction gave Δ3-dimethyl dihydromuconate in the presence of hydrochloric acid. Δ3-Dimethyl dihydromuconate was also formed by decomposition of (Ph2PCH2CH2PPh2)PdCl(CH=CHCOOCH3) with HBF4 in acetonitrile, but the analogous reaction in methyl acrylate as solvent gave Δ2-dimetyl dihydromuconate.Thus, we have simulated the formation of the two m ain products of the catalytic dimerization of methyl acrylate with palladium(II)chloride in a stoichiometric manner.Mechanisms with hydride and carbene intermediates are discussed.