Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound
Cyclooctyne is the cycloalkyne with a formula C 8H 12. Its molecule has a ring of 8 carbon atoms, connected by seven single bonds and one triple bond.
Cyclooctyne is the smallest cycloalkyne that is stable enough to be isolated, although the chemical is still highly reactive. The alkyne region of the structure attempts to adopt a linear molecular geometry, but the nature of the ring creates substantial ring strain. As a result, cyclooctyne and other compounds containing this ring structure readily react in ways that reduce the ring strain by converting the alkyne to a functional group that does not require linear geometry. An important application of this reactivity is in click chemistry, where cyclooctynes undergo cycloaddition reactions with azides[1] or nitrones,[2] forming triazoles or isoxazolines, respectively.
^Baskin, J. M.; Prescher, J. A.; Laughlin, S. T.; Agard, N. J.; Chang, P. V.; Miller, I. A.; Lo, A.; Codelli, J. A.; Bertozzi, C. R. (2007). "Copper-free click chemistry for dynamic in vivo imaging". Proceedings of the National Academy of Sciences. 104 (43): 16793–7. Bibcode:2007PNAS..10416793B. doi:10.1073/pnas.0707090104. PMC 2040404. PMID 17942682.
Cyclooctyne is the cycloalkyne with a formula C 8H 12. Its molecule has a ring of 8 carbon atoms, connected by seven single bonds and one triple bond...
experience so much strain that they have yet to be observed experimentally. Cyclooctyne (C8H12) is the smallest cycloalkyne capable of being isolated and stored...
cycloaddition between azides and cyclooctynes (also termed copper-free click chemistry), between nitrones and cyclooctynes, oxime/hydrazone formation from...
cycloaddition between azides and cyclooctynes (also termed copper-free click chemistry), between nitrones and cyclooctynes, oxime/hydrazone formation from...
synthesis of cyclooctynes often gives low yield, probe development for this reaction has not been as rapid as for other reactions. But cyclooctyne derivatives...
may refer to: Cyclooctadienes 1,3-Cyclooctadiene 1,5-Cyclooctadiene Cyclooctyne [2.2.2]Propellane [4.1.1]Propellane 4-Vinylcyclohexene This set index...
strain into the alkyne species by using a cyclic alkyne. In particular, cyclooctyne reacts with azido-molecules with distinctive vigor. The advances in modern...
Global Information
