1575-59-3

Basic information

• Product Name: 4-oxoisocrotonic acid
• Synonyms: 4-oxoisocrotonic acid;malealdehydic acid;(Z)-3-Formylacrylic acid;(Z)-4-Oxo-2-butenoic acid
• CAS NO: 1575-59-3
• Molecular Formula: C₄H₄O₃
• Molecular Weight: 100.07276
• EINECS: 216-402-6
• Mol File: 1575-59-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 52-53 °C
• Boiling Point: 271.2°Cat760mmHg
• Flash Point: 132.1°C
• Appearance: /
• Density: 1.248g/cm³
• Vapor Pressure: 0.00184mmHg at 25°C
• Refractive Index: 1.47
• PKA: 2.65±0.25(Predicted)
• CAS DataBase Reference: 4-oxoisocrotonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-oxoisocrotonic acid(1575-59-3)
• EPA Substance Registry System: 4-oxoisocrotonic acid(1575-59-3)

Safety Data

• RIDADR: 1759
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 1575-59-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C4H4O3/c5-3-1-2-4(6)7/h1-3H,(H,6,7)/b2-1-

Upstream product

• 98-01-1 furfural 
• 79-21-0 peracetic acid 
• 88-14-2 2-furanoic acid 
• 110-00-9 furan 
• 25119-19-1 4,4'-Oxydi(2-butenolide) 

Downstream Products

• 10449-66-8 5-methoxyfuran-2(5H)-one 
• 57314-32-6 methyl (Z)-4-oxobut-2-enoate 
• 110-15-6 succinic acid 
• 77934-87-3 (S)-5-((1S,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-5H-furan-2-one 
• 14250-42-1 (+/-)-cis-6-formyl-cyclohex-3-enecarboxylic acid 

Relevant articles and documents

Catalytic oxidation of furan and hydrofuran compounds. 6. Oxidation of furan by hydrogen peroxide in the presence of vanadium compounds under the conditions of phase-transfer catalysis

Oxidation of furan in system containing hydrogen peroxide, vanadium compound, chlorinated hydrocarbon, water, and phase-transfer catalyst was studied for the first time. In addition to the main product of this process - cis-β-formylacrylic acid - the form

Photocatalytic valorization of furfural to value-added chemicals via mesoporous carbon nitride: a possibility through a metal-free pathway

Strategizing the exploitation of renewable solar light could undoubtedly provide new insight into the field of biomass valorization. Therefore, for the first time, we reported a heterogeneous photocatalytic oxidation route of renewable furfural (FUR) to produce industrial feedstocks maleic anhydride (MAN) and 5-hydroxy-2(5H)-furanone (HFO) under simulated solar light (AM 1.5G) using molecular oxygen (O2) as a terminal oxidant and mesoporous graphitic carbon nitride (SGCN) as a photocatalyst. SGCN showed an excellent photoconversion (>95%) of FUR with 42% and 33% selectivity to MAN and HFO, respectively. Moreover, an excellent selectivity towards MAN (66%) under natural sunlight indicates a pioneering route for the sustainable production of MAN. In addition, the underlying mechanistic route of the FUR photo-oxidation was investigated via various experiments including scavenger studies, substrate studies, and electron spin resonance (ESR) studies which constructively proved the pivotal role of singlet oxygen (1O2) and holes (h+) in FUR photo-oxidation.

Polarographic study of reactions in the system 2-furaldehyde-hydrogen peroxide-NaVO3

The oxidation of 2-furaldehyde to β-formylacrylic acid in 0.1 N HClO4 containing hydrogen peroxide and sodium vanadate was studied by polarography using a dropping mercury electrode. The conversion of 2-furaldehyde and the yield of the products were found to depend on the reactant ratio. A mechanism was proposed which includes preliminary complex formation between the reactants.