66633-23-6

Basic information

• Product Name: 1-Cycloocten-5-yne, (Z)-
• Synonyms: 1-Cycloocten-5-yne, (Z)-;(Z)-1-Cycloocten-5-yne
• CAS NO: 66633-23-6
• Molecular Formula: C₈H₁₀
• Molecular Weight: 106.17
• Mol File: 66633-23-6.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Cycloocten-5-yne, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Cycloocten-5-yne, (Z)-(66633-23-6)
• EPA Substance Registry System: 1-Cycloocten-5-yne, (Z)-(66633-23-6)

Safety Data

• Hazardous Substances Data: 66633-23-6(Hazardous Substances Data)

Upstream product

• 24165-06-8 (Z)-5,6-dibromocyclooct-1-ene 
• 5259-72-3 cyclo-octa-1,5-diene 
• 75349-89-2 4-Cycloocten-1-on-semicarbazon 
• 31598-70-6 cis-cyclooct-4-enone 
• 67959-47-1 7-Hydroxy-4,5,6,7,8,9-hexahydrocycloocta-1,2,3-selenadiazol 
• 75349-94-9 4,5,8,9-Tetrahydrocycloocta-1,2,3-selenadiazol 
• 68177-01-5 Cyclooct-(5Z)-en-1,2-dion-dihydrazon 

Relevant articles and documents

-

-

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.

Synthesis of Cyclooctenynes

The three isomeric cis-cyclooctenynes 2-4 are prepared.The ring strain is enhanced in comparison to cyclooctyne (1) and increases from 1 to 4.The resulting consequences on life time and reactivity of the compounds are discussed.