4387-46-6

Basic information

• Product Name: 9-Oxatetracyclo[5.3.1.02,6.08,10]undecane-3-ene
• Synonyms: 8,9-Epoxytricyclo[5.2.1.02,6]dec-4-ene;9-Oxatetracyclo[5.3.1.02,6.08,10]undecane-3-ene
• CAS NO: 4387-46-6
• Molecular Formula: C₁₀H₁₂O
• Molecular Weight: 148.2
• Mol File: 4387-46-6.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 9-Oxatetracyclo[5.3.1.02,6.08,10]undecane-3-ene(CAS DataBase Reference)
• NIST Chemistry Reference: 9-Oxatetracyclo[5.3.1.02,6.08,10]undecane-3-ene(4387-46-6)
• EPA Substance Registry System: 9-Oxatetracyclo[5.3.1.02,6.08,10]undecane-3-ene(4387-46-6)

Safety Data

• Hazardous Substances Data: 4387-46-6(Hazardous Substances Data)

Usage

General Description

9-Oxatetracyclo[5.3.1.02,6.08,10]undecane-3-ene, also known as 9-Oxatetracyclo[5.3.1.0(2,6).0(8,10)]undec-5-ene or epoxycyclohexene, is a chemical compound that belongs to the class of tetracyclic compounds. It is a colorless liquid with a molecular formula C9H12O and a molecular weight of 136.19 g/mol. 9-Oxatetracyclo[5.3.1.02,6.08,10]undecane-3-ene is known for its high reactivity due to the presence of the epoxide functional group, making it an important intermediate in the synthesis of various organic compounds, such as pharmaceuticals, pesticides, and flavor and fragrance chemicals. It is also used as a building block in the production of polymers and resins. However, due to its reactivity and potential health hazards, proper handling and safety precautions are necessary when working with this chemical.

Upstream product

• 77-73-6 bi(cyclopentadiene) 
• 81-21-0 3,8-dioxapentacyclo<6.3.1.0^2,4.0^6,11.0^7,9>dodecane 
• 1755-01-7 endo-Dicyclopentadien 
• 79-21-0 peracetic acid 

Downstream Products

• 6316-16-1 (+/-)-(3ac,7ac)-1,3a,4,6,7,7a-hexahydro-4r,7c-methano-inden-5-one 
• 6004-36-0 5ξ,6ξ-epoxy-(3ar,7ac)-hexahydro-4c,7c-methano-indane 

Relevant articles and documents

Organocatalyzed epoxidation of alkenes in continuous flow using a multi-jet oscillating disk reactor

The times are changing: A batch process, the Minisci epoxidation, is transformed into a continuous-flow protocol for the selective aerobic radical epoxidation of alkenes. The use of a novel reactor type allows to considerably shorten reactor residence times. Experimental results suggest that two different reaction mechanisms exist for the oxidation: one for the batch conditions and a different one for flow synthesis protocol. Copyright

Substrate-induced diastereoselectivity in the dimethyldioxirane epoxidation of simple alkenes and dienes

Various alkenes and dienes, such as (R)- or (S)-limonene 2, 2-carene 6, 3-carene 8, (R)-α-pinene 10, (S)-α-pinene 12, and endo-dicyclopentadiene 14 were transformed into the corresponding mono- and bis-epoxides by epoxidation with dimethyldioxirane (as an acetone solution). The selectivity observed in these epoxidations is explained by the assumption of hydrogen bonding between bridge protons and the dioxirane.