3249-28-3

Basic information

• Product Name: hexa-2,4-dienedial
• Synonyms: hexa-2,4-dienedial;Muconaldehyde;2,4-Hexadienedial;2,4-Hexadienedinal
• CAS NO: 3249-28-3
• Molecular Formula: C₆H₆O₂
• Molecular Weight: 110.11064
• EINECS: 221-833-8
• Mol File: 3249-28-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 121 °C(Solv: ethanol (64-17-5); benzene (71-43-2))
• Boiling Point: 232.8°Cat760mmHg
• Flash Point: 84.8°C
• Appearance: /
• Density: 1.006g/cm³
• Vapor Pressure: 0.0577mmHg at 25°C
• Refractive Index: 1.466
• CAS DataBase Reference: hexa-2,4-dienedial(CAS DataBase Reference)
• NIST Chemistry Reference: hexa-2,4-dienedial(3249-28-3)
• EPA Substance Registry System: hexa-2,4-dienedial(3249-28-3)

Safety Data

• Hazardous Substances Data: 3249-28-3(Hazardous Substances Data)

Usage

Uses

2,4-Hexadienedial is a product from the oxidation of benzene on TiO2-photocatalysts; Also, it is an intermediate used in the synthesis of (2E,4E,6Z)-2,4,6-Nonatrienal (N649575), which is a natural aroma compound found in variety of foods such as oats and black tea.

InChI:InChI=1/C6H6O2/c7-5-3-1-2-4-6-8/h1-6H

Upstream product

• 71-43-2 benzene 
• 108-95-2 phenol 
• 94582-88-4 1,1,4,6,6-pentamethoxy-hex-2-ene 

Relevant articles and documents

Determination of oxygen sources for oxidation of benzene on TiO2 photocatalysts in aqueous solutions containing molecular oxygen

Photocatalytic oxidation of benzene to CO2 was studied in aqueous solutions using different kinds of TiO2 powders, and isotopic oxygen tracers (H218O and 18O2) were used to investigate the oxidation process. Phenol was produced as a main intermediate in solution. When anatase powders, which showed high activity for oxidation of benzene, were used, 70-90% of oxygen introduced into phenol was from water. On the other hand, when rutile powders were used, only 20-40% of the oxygen was from water. The rest was from molecular oxygen in both cases. The rate of phenol production by using molecular oxygen was nearly the same between anatase and rutile powders. Hence, the high activity of anatase powders for oxidation of benzene to CO2 is attributed to their high activity for oxidation of benzene to phenol, which is considered to be the rate-determining step, using water as the oxygen source. The processes using water and molecular oxygen as the oxygen sources are ascribed, respectively, to oxygen transfer and hole transfer processes in the initial step of benzene oxidation.

IR and UV spectra of ozonized phenol and guaiacol

The UV and IR spectra of products formed at various stages of the ozonization of phenol and guaiacol in distilled water and the kinetics of ozone reactions with phenol and guaiacol were studied. The oxidation of phenol with ozone involved successive stages of the formation of acids and aldehyde acids with two and one C=C bonds and the stage of the formation of glyoxalic acid. The rates of these reactions were commensurate. The oxidation of the guaiacol aromatic ring by ozone occurred at a much higher rate than the oxidation of phenol. The end products of the ozonolysis of phenol were formic and oxalic acids. With guaiacol, esters of these acids were also formed. The results of the spectral study of the ozonolysis of phenol and guaiacol were in agreement with the conclusions drawn based on kinetic data.