24599-57-3

Basic information

• Product Name: cyclohexa-2,4-dien-1-one
• Synonyms: 2,4-Cyclohexadienone; cyclohexadienone
• CAS NO: 24599-57-3
• Molecular Formula: C₆H₆O
• Molecular Weight: 94.1112
• Mol File: 24599-57-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 182.4°C at 760 mmHg
• Flash Point: 57.3°C
• Density: 1.051g/cm³
• Vapor Pressure: 0.81mmHg at 25°C
• Refractive Index: 1.515
• CAS DataBase Reference: cyclohexa-2,4-dien-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: cyclohexa-2,4-dien-1-one(24599-57-3)
• EPA Substance Registry System: cyclohexa-2,4-dien-1-one(24599-57-3)

Safety Data

• Hazardous Substances Data: 24599-57-3(Hazardous Substances Data)

Upstream product

• 93-99-2 benzoic acid phenyl ester 
• 19252-52-9 propylium 
• 2220-40-8 bicyclo[2.2.2]oct-5-en-2-one 
• 622-86-6 2-chloroethoxybenzene 
• 17660-74-1 bicyclo[2.2.2]oct-7-ene-2,5-dione 
• 71-43-2 benzene 
• 108-95-2 phenol 

Downstream Products

• 260-94-6 acridine 
• 77123-58-1 2-[2-(trimethylsilyl)ethynyl]benzaldehyde 
• 1638755-09-5 1-((allyloxy)(phenyl)methyl)-2-(bromoethynyl)benzene 
• 1638754-99-0 1-(bromoethynyl)-2-(methoxy(phenyl)methyl)benzene 

Relevant articles and documents

Photochemical reaction of ozone and benzene: An infrared matrix isolation study

The photolysis of benzene/ozone mixtures in an argon matrix at 12 K with UV light of λ ≥ 280 nm leads to the following products: phenol, 2,4-cyclohexadienone, benzene oxide, and butadienylketene (hexa-1,3,5-trien-1-one). The identification of butadienylketene as a product is based on deuterium isotopic shifts and agreement with density functional vibrational frequency calculations. We find an average phenol/ butadienylketene branching ratio of 4.3 during the course of photolysis. This is the first report in the literature of the observation of a ketene product from the reaction of oxygen atoms with benzene.

Reaction of Ammonia with Accelerated Benzoyl Ions under Multiple-collision Conditions in a Triple Quadrupole Instrument

The reaction of benzoyl ion with ammonia in multiple-collision conditions in the second quadrupole assembly of a triple quadrupole mass spectrometer at (laboratory) ion kinetic energies from 0 to 20 eV produced the even-electron ions +, m>+ (m=0,1) and + (n=0,1,2,3) and the odd-electron ions p>+. (p=0,1).Thermochemical information could not be obtained under multiple-collision conditions: both exotermic and endotermic reactions were observed, with no translational-energy onset measurable for the endothermic pr/cesses, nor decrease in the yield of the exothermic processes at high energies.The behaviour of cluster-ions intensities as pressure varied was qualitatively as expected.There are pressure and energy regions where spectra change little; if this feature were to be general, it would point to some utility for these conditions in qualitative analysis.

Photodissociation Study of C6H6O+. Ions in an Ion Cyclotron Resonance Spectrometer

Tautomeric phenol and 1,3-cyclohexadien-5-one radical cations exist as distinct, stable species in the gas phase.This is established by a study of the photodissociation spectra of C6H6O+. ions generated from four sources.Specifically, the ionized phenol and the C6H6O+. from phenetole exist principally as the phenol structure.On the other hand, C6H6O+. generated from bicyclooct-2-ene-5,7-dione and 2-phenoxyethyl chloride exist as a mixture of keto and enol structures.