2-Hexyne

File:2-Hexyne.svg Hex-2-yne 764-35-2 31016 212-117-6 33629 EC0WA2IXU7 1S/C6H10/c1-3-5-6-4-2/h3,5H2,1-2H3 MELUCTCJOARQQG-UHFFFAOYSA-N CCCC#CC 6 10 −88 Campbell Kenneth N. Eby Lawrence T. The Reduction of Multiple Carbon—Carbon Bonds. III. Further Studies on the Preparation of Olefins from Acetylenes 1,2 Journal of the American Chemical Society October 1941 63 10 2683–2685 10.1021/ja01855a050 83.8 Hennion G. F. Sheehan J. J. 1,2-Hexadiene Journal of the American Chemical Society June 1949 71 6 1964–1966 10.1021/ja01174a017 0.7317 1.4135 02 07 08 Danger 225 304 315 319 210 233 240 241 242 243 264 280 301+310 302+352 303+361+353 305+351+338 321 331 332+313 337+313 362 370+378 403+235 405 501 3-Hexyne, 1-Hexyne 2-Hexyne is an organic compound that belongs to the alkyne group. Just like its isomers, it also has the chemical formula of C6H10. Reactions 2-Hexyne can be semihydrogenated to yield 2-hexene or fully hydrogenated to hexane.Ulan Judith G. Maier Wilhelm F. Mechanism of 2-hexyne hydrogenation on heterogeneous palladium Journal of Molecular Catalysis September 1989 54 2 243–261 10.1016/0304-5102(89)80220-2 With appropriate noble metal catalysts it can selectively form cis-2-hexene.Schrock Richard R. Osborn John A. Catalytic hydrogenation using cationic rhodium complexes. II. The selective hydrogenation of alkynes to cis olefins Journal of the American Chemical Society April 1976 98 8 2143–2147 10.1021/ja00424a021 2-Hexyne can act as a ligand on gold atoms.Zuccaccia Daniele Belpassi Leonardo Rocchigiani Luca Tarantelli Francesco Macchioni Alceo A Phosphine Gold(I) π-Alkyne Complex: Tuning the Metal−Alkyne Bond Character and Counterion Position by the Choice of the Ancillary Ligand Inorganic Chemistry 5 April 2010 49 7 3080–3082 10.1021/ic100093n 20222666 With strong sulfuric acid, the ketone 2-hexanone is produced. However this reaction also causes polymerization and charring.Thomas Robert J. Campbell Kenneth N. Hennion G. F. Catalytic Hydration of Alkylacetylenes 1 Journal of the American Chemical Society March 1938 60 3 718–720 10.1021/ja01270a061 Under heat and pressure 2-hexyne polymerizes to linear oligomers and polymers. This can be hastened by some catalysts such as molybdenum pentachloride with tetraphenyl tin. However Ziegler–Natta catalysts have no action as the triple bond is hindered.Higashimura Toshinobu Deng Yun Xiang Masuda Toshio Polymerization of 2-hexyne and higher 2-alkynes catalyzed by MoCl 5 Ph 4 Sn and WCl 6 Ph 4 Sn 1 Macromolecules March 1982 15 2 234–238 10.1021/ma00230a005 1982MaMol..15..234H References Category:Alkynes