6573-26-8

Basic information

• Product Name: 2,3-Dioxabicyclo[2.2.1]hept-5-ene
• Synonyms: 3,5-epiperoxycyclopentene;2,3-Dioxa-norborn-5-en;2,3-dioxa-norborn-5-ene;3,5-Epidioxycyclopenten
• CAS NO: 6573-26-8
• Molecular Formula: C5H6O2
• Molecular Weight: 98.1014
• Mol File: 6573-26-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2,3-Dioxabicyclo[2.2.1]hept-5-ene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Dioxabicyclo[2.2.1]hept-5-ene(6573-26-8)
• EPA Substance Registry System: 2,3-Dioxabicyclo[2.2.1]hept-5-ene(6573-26-8)

Safety Data

• Hazardous Substances Data: 6573-26-8(Hazardous Substances Data)

Usage

General Description

2,3-Dioxabicyclo[2.2.1]hept-5-ene, also known as 2H-1,4-Dioxepin, is a heterocyclic compound with a bicyclic structure containing two oxygen atoms. It is a colorless liquid with a faint odor and is primarily used in the synthesis of pharmaceuticals and organic compounds. 2,3-Dioxabicyclo[2.2.1]hept-5-ene is highly flammable and can cause irritation to the eyes, skin, and respiratory system upon exposure. It is also considered hazardous to the environment and should be handled with caution. 2,3-Dioxabicyclo[2.2.1]hept-5-ene is not naturally occurring and is typically produced through chemical synthesis.

Upstream product

• 542-92-7 cyclopenta-1,3-diene 

Downstream Products

• 279-35-6 1,3-epiperoxycyclopentane 
• 25073-23-8 (Z)-(4RS)-4,5-epoxypent-2-enal 
• 98-00-0 (2-furyl)methyl alcohol 
• 59995-47-0 4-Hydroxycyclopent-2-enone 
• 279-35-6 2,3-dioxabicyclo<2.2.1>heptane 
• 29783-26-4 cis-4-cyclopentene-1,3-diol 
• 16326-26-4 cis-1α,2α,4α,6α-3,7-dioxatricyclo<4.1.0.0^2,4>heptane 

Relevant articles and documents

Combining engineering and chemistry for the selective continuous production of four different oxygenated compounds by photo-oxidation of cyclopentadiene using liquid and supercritical CO2 as solvents

A range of products is reported from the photo-oxidation of cyclopentadiene from photochemically generated singlet oxygen (1O2) using carbon dioxide (CO2) as a solvent and 5,10,15,20-tetrakis-(pentafluorophenyl)porphyrin (TPFPP) as a CO2-soluble photosensitizer. The endo-peroxide intermediate, generated from the reaction with singlet oxygen, is transformed into one of several different products in good yield depending on the conditions applied and by adding different reactors and reagents downstream of the photo-reactor, allowing the reaction products to be switched in one streamlined process. The addition of a thermal reactor facilitated the rearrangement of the endoperoxide to form Z-4,5-epoxy-2-pentanal. Quenching with thiourea yielded the syn-diol, (1R,3S)-cyclopent-4-ene-1,3-diol. Treatment with acid or base afforded furfuryl alcohol and 4-hydroxy-2-cyclopentenone respectively. High productivities for all products were obtained when compared to traditional batch reactions.