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1-Octyne is widely used in organic reactions such as halogenation, hydration, oxidative cleavage, hydrogenation, hydrohalogenation, nitrile formation, polymerization and substitution reactions. It is used a precursor for the preparation of monohalogen substituted akenes or dihalogen substituted alkanes on treated with hydrogen halides.
Can be brominated in a triphasic system containing NaBr-NaOCl-water-benzene, to give 1-bromo-1-octyne: J. Org. Chem., 57, 4555 (1992).
Undergoes cyanation with Copper(I) cyanide, 12135, in the presence of TMS chloride and NaI (catalytic) in a DMSO-acetonitrile-water solvent system: Tetrahedron Lett., 34, 5911 (1993)./n
Palchak, Z. L.; Lussier, D. J.; Pierce, C. J.; Larsen, C. H. Synthesis of tetrasubstituted propargylamines from cyclohexanone by solvent-free copper(II) catalysis. Green Chem. 2015, 17 (3), 1802-1810.
Tasca, E.; Sorella, G. L.; Sperni, L.; Strukul, G.; Scarso, A. Micellar promoted multi-component synthesis of 1,2,3-triazoles in water at room temperature. Green Chem. 2015, 17 (3), 1414-1422.
Gefahrenhinweise (EU): H225-H304
Highly flammable liquid and vapour. May be fatal if swallowed and enters airways.
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Take precautionary measures against static discharge. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Get immediate medical advice/attention.