6573-26-8

Usage

Uses

Used in Pharmaceutical Industry:
2,3-Dioxabicyclo[2.2.1]hept-5-ene is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to form complex molecular structures that can be tailored for specific therapeutic applications.
Used in Organic Synthesis:
In the field of organic chemistry, 2,3-Dioxabicyclo[2.2.1]hept-5-ene serves as a versatile building block for the creation of a wide range of organic compounds, leveraging its unique bicyclic structure and reactivity.
Used in Chemical Research:
2,3-Dioxabicyclo[2.2.1]hept-5-ene is employed as a research compound in academic and industrial laboratories to explore new chemical reactions and mechanisms, contributing to the advancement of synthetic methodologies and the discovery of novel chemical entities.

Upstream product

• 542-92-7 cyclopenta-1,3-diene 

Downstream Products

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

Relevant academic research and scientific papers

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.

Ring-opening metathesis polymer sphere-supported seco-porphyrazines: Efficient and recyclable photooxygenation catalysts

Crossover Linstead macrocyclization of norbornenyl-tagged diaminomaleonitrile with dipropylmaleonitrile gave the corresponding magnesium diaminohexapropylporphyrazine, which was subsequently converted into its zinc seco-derivative. Polymerization gave the corresponding ROMPgel and ROMPsphere (ROMP = ring-opening metathesis polymer) reagents, the latter of which proved efficient as an immobilized catalyst for the sensitized production of singlet oxygen for the purification-minimized parallel synthesis of endoperoxides and ene adducts.