64330-65-0

Basic information

• Product Name: (2Z,4Z)-hexa-2,4-dienedial
• CAS NO: 64330-65-0
• Molecular Formula: C₆H₆O₂
• Molecular Weight: 110.1106
• Mol File: 64330-65-0.mol

Chemical Properties

• Boiling Point: 232.8°C at 760 mmHg
• Flash Point: 84.8°C
• Density: 1.006g/cm³
• Vapor Pressure: 0.0577mmHg at 25°C
• Refractive Index: 1.466
• CAS DataBase Reference: (2Z,4Z)-hexa-2,4-dienedial(CAS DataBase Reference)
• NIST Chemistry Reference: (2Z,4Z)-hexa-2,4-dienedial(64330-65-0)
• EPA Substance Registry System: (2Z,4Z)-hexa-2,4-dienedial(64330-65-0)

Safety Data

• Hazardous Substances Data: 64330-65-0(Hazardous Substances Data)

Usage

Uses

Used in Food and Beverage Industry:
(2Z,4Z)-hexa-2,4-dienedial is used as a flavoring agent and preservative in food and beverages due to its antimicrobial properties. It helps to extend the shelf life of products and maintain their freshness.
Used in Chemical Industry:
(2Z,4Z)-hexa-2,4-dienedial is used in the production of synthetic resins and rubber. Its versatile properties make it a valuable component in the creation of various chemical products.
Used in Pharmaceutical Industry:
(2Z,4Z)-hexa-2,4-dienedial is used in the manufacture of pharmaceuticals. Its unique chemical structure allows it to be utilized in the development of new drugs and medications.
Used as an Intermediate in Organic Synthesis:
(2Z,4Z)-hexa-2,4-dienedial serves as an intermediate in organic synthesis. Its reactivity and functional groups make it a useful building block for the synthesis of more complex organic compounds.

Upstream product

• 17793-95-2 (1RS,2RS)-cyclohexa-3,5-diene-1,2-diol 
• 546-67-8 lead(IV) tetraacetate 
• 71-43-2 benzene 
• 1488-25-1 benzene oxide 
• 17793-95-2 cis-1,2-dihydrocatechol 

Downstream Products

• 1119-72-8 cis,cis-Muconic acid 
• 18409-46-6 (E,E)-muconaldehyde 
• 3588-17-8 (2E,4E)-2,4-hexadienedioic acid 
• 869731-10-2 4-benzylsulfanyl-hex-2-enedial 

Relevant articles and documents

Gas-phase reaction of OH radicals with benzene: Products and mechanism

Benzene and a series of alkylated derivatives (toluene, xylenes, etc.) are predominantly emitted into the atmosphere by human activities (traffic, solvent use). The gas-phase reaction of OH radicals with benzene was studied in O2/He mixtures under flow conditions at 276-353 K and at 100 and 500 mbar using on-line FTIR spectroscopy and GC-MS measurements. Under conditions of a predominant reaction of the OH/benzene adduct with O2, the product formation was evaluated for variable NO concentrations. Identified products were the isomers of hexa-2,4-dienedial, phenol, nitrobenzene, p-benzoquinone and glyoxal. For increasing NO concentrations, there was a decrease of the phenol yield and the yields of trans,trans-hexa-2,4-dienedial and nitrobenzene increased. A reaction scheme was proposed describing the formation of phenol, nitrobenzene (upper limit), the hexa-2,4-dienedials and other products (unidentified carbonylic substances, etc.). The model allowed to predict formation of the different products in dependence on temperature and NOx concentration.

Atmospheric chemistry of benzene oxide/oxepin

The atmospheric chemistry of benzene oxide/oxepin, a possible intermediate in the atmospheric oxidation of aromatic hydrocarbons, has been investigated in a large volume photoreactor at 298 K and atmospheric pressure using in situ FTIR spectroscopy for the analysis. Rate coefficients of (10.0 ± 0.4) × 10-11 and (9.2 ± 0.3) × 10-12 cm3 molecule-1 s-1 have been determined for the reaction of benzene oxide/oxepin with OH and NO3 radicals, respectively. Reaction with OH radicals produces almost exclusively the (E,Z)- and (E,E)-isomers of hexa-2,4-dienedial, whereas reaction with NO3 produces (Z,Z)-hexa-2,4-dienedial and unidentified organic nitrates. Phenol has been observed as a major product of the thermal decomposition, visible and UV photolysis of benzene oxide/oxepin. The results are discussed in conjunction with the oxidation mechanisms of aromatic hydrocarbons. The major atmospheric sinks of benzene oxide/oxepin will be reaction with OH radicals and photolysis and, under smog chamber conditions with high NO2 concentrations, also reaction with NO3.

SIMPLE SYNTHESES OF ISOMERS OF MUCONALDEHYDE AND 2-METHYLMUCONALDEHYDE

Periodate oxidation of cis-1,2-dihydrocatechol (3a) affords (Z,Z)-muconaldehyde (2b), wich can be readily converted (thermolysis and triethylamine catalysis, respectively) into its (E,Z)- (2c) and (E,E)-isomer (2a).Similarly, cis-1,2-dihydro-3-methylcatechol (3b) gives (Z,Z)-2-methylmuconaldehyde (2d) and thence (E,E)-2-methylmuconaldehyde (2c).