10095-80-4

Usage

Uses

Used in Organic Synthesis:
2,4-Cyclooctadien-1-one is utilized as a starting material for the synthesis of various organic compounds, including pharmaceuticals, fragrances, and other fine chemicals. Its unique structure and reactivity make it a valuable intermediate in the production of a wide range of chemical products.
Used in Organometallic Chemistry:
In the field of organometallic chemistry, 2,4-Cyclooctadien-1-one serves as a ligand, forming complexes with transition metals. These complexes have applications in catalysis and other chemical processes, taking advantage of the compound's ability to coordinate with metal centers.
Used in Pharmaceutical Industry:
2,4-Cyclooctadien-1-one is used as a key intermediate in the synthesis of pharmaceuticals, contributing to the development of new drugs and therapeutic agents. Its versatility in organic synthesis allows for the creation of diverse molecular structures with potential medicinal properties.
Used in Fragrance Industry:
2,4-Cyclooctadien-1-one is also employed in the fragrance industry, where it is used as a building block for the creation of various scent compounds. Its ability to participate in organic reactions enables the production of unique and complex aromas.
Used in Fine Chemicals Industry:
2,4-Cyclooctadien-1-one finds application in the fine chemicals industry, where it is used in the production of specialty chemicals with specific properties and applications. Its role as a starting material allows for the synthesis of high-value products in various market segments.

Upstream product

• 1073-07-0 1,4-Cyclooctadien 
• 61686-83-7 cis,cis-2,4-cyclooctadienol 
• 127302-48-1 9-Oxabicyclo<6.1.0>non-3-in 
• 73908-47-1 cycloocta-2,4-dien-1-yl hydroperoxide 
• 3806-59-5 1,3-cyclooctadiene 
• 108-24-7 acetic anhydride 
• 90002-40-7 5-bromo-cis,cis-1,3-cyclooctadiene 

Downstream Products

• 40954-37-8 2-Methylen-cis-bicyclo<4.3.0>nonan 
• 116559-31-0 (1R,6R)-1,6-Bis-(2-chloro-phenyl)-1,6-diphenyl-hexa-2,4-diyne-1,6-diol; compound with (2Z,4Z)-cycloocta-2,4-dienone 
• 116559-31-0 1,6-Bis-(2-chloro-phenyl)-1,6-diphenyl-hexa-2,4-diyne-1,6-diol; compound with (2Z,4Z)-cycloocta-2,4-dienone 

Relevant academic research and scientific papers

CYCLOALKIN-VINYLIDENCYCLOALKAN-UMLAGERUNGEN

Flash pyrolysis of the strained cyclic alkynes 1 leads to ring systems 2 with an exocyclic allene group and in a further isomerization step to the conjugated vinyl compounds 3.

Synthesis of cycloocta-3,5-dien-1-ol and cycloocta-3,5-dien-1-one: SeO2/O2 oxidation of dienes

A useful synthesis of cycloocta-3,5-dien-1-ol was developed starting from cycloocta-1,3-diene. Oxidation of the diene with selenium oxide in refluxing acetic anhydride affords the homoallylic and allylic acetates in a 19:1 ratio and a 36% overall yield when O2 is bubbled through the reaction mixture. Subsequent reduction with LAH affords the homoallylic alcohol (95%), which can be readily oxidized via TPAP/N-MMO (73%) to the corresponding non-conjugated dienone. This route represents the most efficient method for the preparation of cycloocta-3,5-dien-1-ol and cycloocta-3,5-dien-1-one reported to date, and may provide a general approach to the synthesis of homoallylic alcohols and non-conjugated enones.

Synthetic Photochemistry. XLVI. Cycloaddition of exo, endo-2,7-Bis(methoxycarbonyl)-11,12-dioxatetracyclo3,6.O2,7>dodeca-4,9-diene and Conjugated Enones and p-Quinones

Photocycloaddition of exo,endo-2,7-bis(methoxycarbonyl)-11,12-dioxatetracyclo3,6.O2.7>dodeca-4,9-diene with conjugated and p-quinones occurred exclusively at the exo-addition moiety to give -cycloadducts.From cyclohexeno

The Unsymmetrical Cyclooctadienynes: 1,3-Cyclooctadien-5-yne and 1,6-Cyclooctadien-3-yne

Different synthetic pathways are discussed for the title compounds 15 and 45, which can be trapped in solution.Their average lifetimes are to low for an isolation in pure state.Isomerisations on the C8H8-energy hypersurface lead to styrene (47) and/or benzocyclobutene (22).

Direct Epoxy Alcohol Synthesis from Cyclic Olefins Using O2 and VO(acac)2-AIBN Catalyst System

The vanadium-catalyzed oxidation of cyclic olefins with molecular oxygen is examined.The VO(acac)2-AIBN system is an efficient catalyst for epoxy alcohol synthesis.Chloro hydrocarbons such as 1,2-dichloroethane and 1,1,2-trichloroethane are suitable solvents for the epoxidation reaction.Cyclohexene (1), methylcyclohexene (2), and cyclododecene (5) give the corresponding epoxy alcohols in good yields; in the case of 2 with VO(acac)2-AIBN system, the selectivity to epoxy alcohol reaches over 70percent. 1,4-Cyclooctadiene (7) is oxidized to give 9-oxabicyclonon-3-en-exo-2-ol (6a) via the rearrangement of cis-2,3-epoxycyclooct-4-en-1-ol.Exceptional is cyclooctene (4), which gives exclusively cyclooctene oxide (4b).