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4-Oxoisocrotonic acid, also known as 4-oxopent-2-enoic acid, is an organic compound with the chemical formula C5H6O3. It is a key intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals. This colorless crystalline solid is characterized by its molecular structure, which features a conjugated diene system with a carbonyl group at the 4-position. 4-Oxoisocrotonic acid is synthesized through various methods, including the oxidation of 3-butene-1,2-diol or the condensation of acetaldehyde with pyruvic acid. It is widely used in the production of compounds such as 4-hydroxyisocrotonic acid, which is a precursor to the anti-HIV drug Efavirenz, and in the synthesis of other biologically active molecules. Due to its reactivity and versatility, 4-oxoisocrotonic acid plays a significant role in the chemical industry and pharmaceutical research.

1575-59-3

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1575-59-3 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1575-59-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,7 and 5 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 1575-59:
(6*1)+(5*5)+(4*7)+(3*5)+(2*5)+(1*9)=93
93 % 10 = 3
So 1575-59-3 is a valid CAS Registry Number.
InChI:InChI=1/C4H4O3/c5-3-1-2-4(6)7/h1-3H,(H,6,7)/b2-1-

1575-59-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name cis-β-formylacrylic acid

1.2 Other means of identification

Product number -
Other names 5-HYDROXY-2(5H)-FURANONE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1575-59-3 SDS

1575-59-3Relevant academic research and scientific papers

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

Poskonin,Badovskaya,Povarova,Ponomarenko

, p. 1143 - 1149 (1999)

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

Battula, Venugopala R.,Chauhan, Deepak K.,Giri, Arkaprabha,Kailasam, Kamalakannan,Patra, Abhijit

, p. 144 - 153 (2022/01/19)

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.

Effect of acid-base properties of the medium on the reactions in the 2-furaldehyde-H2O2-H2O system with and without VOSO4

Badovskaya,Poskonin,Ponomarenko

, p. 1133 - 1140 (2014/08/05)

Data on the effect of acid-base properties of the medium in the pH range 0-9 on the intensity of transformation of 2-furaldehyde and the direction of the multi-stage reactions in the 2-furaldehyde-H2O2-H 2O system in the presence of VOSO4 and without it are presented. Significant influence of the medium pH value on the reaction pathway in the system under investigation hase been found. Mechanism of these reactions considering the effect of acid-base properties of the medium has been suggested.

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

Strizhov,Poskonin,Oganova,Badovskaya

, p. 1313 - 1317 (2007/10/03)

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.

KINETICS OF HYDROLYSIS AND POLAROGRAPHIC DETERMINATION OF 5,5'-OXYDI-2(5H)-FURANONE

Strizhov, N. K.,Ponedel'nikova, E. P.,Poskonin, V. V.,Malyshev, A. M.,Badovskaya, L. A.

, p. 1806 - 1808 (2007/10/03)

The kinetics of hydrolysis of 5,5'-oxydi-2(5H)-furanone in an acidic medium was studied by polarography.The rate of variation of the limiting current () strongly depends on the pH of the solution, and the reaction follows pseudomonomolecular kinetics with the rate constant k'.The rate constants of bimolecular hydrolysis of 5,5'-oxydi-2(5H)-furanone were determined from the slope of the linear k' - +> plot and were 8.3 * 10-4 and 6.03 * 10-4 liter * mole-1 * sec-1 in HClO4 and HCl, respectively.This fact indicates that one proton per molecule of 5,5'-oxydi-2(5H)-furanone participates in the hydrolysis.The hydrolysis rate increases with increasing temperature, which enabled substantial shortening of the time necessary for analysis of 5,5'-oxydi-2(5H)-furanone.The sensitivity limit is 1 * 10-6 M.The possibility of polarographically monitiring the purity of the product and its traces in industrial water reservoirs was demonstrated.

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