24165-06-8

Usage

Uses

Used in Organic Chemistry:
(1Z)-5,6-dibromocyclooctene is used as a building block for the synthesis of more complex organic compounds due to its unique structural arrangement with bromine atoms attached to the cyclooctene ring. This allows for the creation of diverse chemical structures, making it an important compound in the field of organic chemistry.
Used in Chemical Reactions and Mechanisms Studies:
(1Z)-5,6-dibromocyclooctene is also utilized in the study of chemical reactions and mechanisms. Its specific structure allows researchers to investigate various aspects of organic chemistry, further contributing to the understanding and development of new chemical processes and applications.

Upstream product

• 1552-12-1 1,5-cis,cis-cyclooctadiene 
• 5259-72-3 cyclo-octa-1,5-diene 

Downstream Products

• 66633-23-6 (Z)-cyclooct-1-ene-5-yne 
• 57559-44-1 1-bromo-1,5-cyclooctadiene 
• 1392323-39-5 C₂₁H₂₀BrNO 
• 1392323-14-6 C₂₁H₂₁NO 

Relevant academic research and scientific papers

Highly Electron-Deficient Pyridinium-Nitrones for Rapid and Tunable Inverse-Electron-Demand Strain-Promoted Alkyne-Nitrone Cycloaddition

Highly accelerated inverse-electron-demand strain-promoted alkyne-nitrone cycloaddition (IED SPANC) between a stable cyclooctyne (bicyclo[6.1.0]nonyne (BCN)) and nitrones delocalized into a Cα-pyridinium functionality is reported, with the most

Golden Opportunity: A Clickable Azide-Functionalized [Au25(SR)18]- Nanocluster Platform for Interfacial Surface Modifications

Ultrasmall atomically precise monolayer-protected gold thiolate nanoclusters are an intensely researched nanomaterial framework, but there is a lack of a system that can be directly synthesized and undergo interfacial surface chemistry. We report an [Au25(SCH2CH2-p-C6H4-N3)18]- nanocluster platform with azide moieties appended onto each surface ligand. The structure of this surface reactive cluster has been confirmed by single-crystal X-ray crystallography, mass spectrometry and ultraviolet visible, infrared and nuclear magnetic resonance spectroscopies. We show that all surface azide moieties are amenable to cluster-surface strain-promoted alkyne-azide cycloaddition chemistry with a strained cyclooctyne, opening this as a new platform to allow functional, postassembly surface modifications to this very prominent nanocluster.

Efficient Utilization of Tetrabutylammonium Bifluoride in Halofluorination Reactions

The halofluorination reaction of a variety of alkenes by using tetrabutylammonium bifluoride (TBABF) in the presence of N-halosuccinimide is described.This process occurs stereospecifically to afford anti addition products, and with unsymmetrical olefins a marked Markovnikov-type regioselectivity is observed.In some cases, formation of a remarkable amount of the corresponding dihalo derivatives was found, but this undesirable side reaction can be avoided by using N-iodosucciniumide (NIS) as halogenating agent.If N-bromosuccinimide (NBS) or N-chlorosuccinimide (NCS) is utilized, these dihalo compounds can be easily removed from the halofluorinated compounds by simple column chromatography on silica gel.A mechanism for this side reaction is postulated.

Photolysis of Some 1-Substituted Cycloocta-1,5-dienes: Synthesis of 1-Fluorotricyclo2,6>octane

A study of the photolytic behaviour of several derivatives of cycloocta-1,5-diene as possible precursors of bridgehead-substituted tricyclo2,6>octanes is described.Of the substrates examined, only 1-fluorocycloocta-1,5-diene succesfully underwent photocyclization giving 1-fluorotricyclo2,6>octane. 1-Bromocycloocta-1,5-diene suffered fission of the carbon-bromine bond, while cycloocta-1,5-diene-1-carbonitrile afforded a mixture of at least four unsaturated isomers.