1-Butyne

445843216 1-Butyne Ethylacetylene.svg 180px Simplified skeletal formula But-1-yne-2D-skeletal.svg 140px Full displayed formula 1-Butyne-3D-vdW.png 160px Space-filling model But-1-yne EthylacetyleneEthylethyne, UN 2452 correct chemspider 7558 7846 1/C4H6/c1-3-4-2/h1H,4H2,2H3 KDKYADYSIPSCCQ-UHFFFAOYAI correct chemspider 1S/C4H6/c1-3-4-2/h1H,4H2,2H3 correct chemspider KDKYADYSIPSCCQ-UHFFFAOYSA-N correct CAS 107-00-6 correct FDA A6B47CPN6W correct EBI 48087 203-451-3 2452 C#CCC C4H6 54.091 g/mol AcetylenicSafety Data Sheet: Ethyl Acetylene https://www.airgas.com/msds/001148.pdf Airgas 2 April 2025 19 August 2019 0.6783 g cm−3 −125.7 8.08 02 Danger H220 P210 377 381 403 7°C (45°F)Gangolli, S.. (2005). Dictionary of Substances and Their Effects (DOSE, 3rd Electronic Edition). Royal Society of Chemistry (RSC). Retrieved from here 1-Butyne is an organic compound with the formula CH3CH2C\tCH. It is a terminal alkyne. The compound is a common terminal alkyne substrate in diverse studies of catalysis. It is a colorless combustible gas. CRC Handbook of Chemistry and Physics, 89th Edition Lide David R. 2008 CRC Press 978-0-8493-0488-0 3–84 In 2017, 3.9 e6lbs long ton was produced in the USA.EPA US US EPA: Chemical Data Reporting: 1-Butyne https://chemview.epa.gov/chemview/ chemview.epa.gov 2 April 2025 en 1-Butyne participates in reactions typical for terminal alkynes, such as alkyne metathesis,10.1021/ja0379868 Highly Active Trialkoxymolybdenum(VI) Alkylidyne Catalysts Synthesized by a Reductive Recycle Strategy 2004 Zhang Wei Kraft Stefan Moore Jeffrey S. Journal of the American Chemical Society 126 1 329–335 14709099 hydrogenation, condensation with formaldehyde. Based on its heat of combustion, it is slightly more stable than its isomer 2-butyne.10.6028/jres.046.015 Heats of combustion, formation, and insomerization of ten C4 hydrocarbons 1951 Prosen E.J. Maron F.W. Rossini F.D. Journal of Research of the National Bureau of Standards 46 2 106 free The combustion of 1-Butyne produces propargyl radicals, a precursor to soot and polycyclic aromatic hydrocarbons, as the propargyl radicals can form basic aromatic rings, making butyne's fuel usage a concern for emissions.Lu Haitao Dong Shijun Liu Fuqiang Nagaraja Shashank S. Lindblade Nathan Turner Mattias A. Mathieu Olivier Petersen Eric L. Vilchez Jesús Caravaca Heufer Karl Alexander Xu Gang Sarathy S. Mani Curran Henry J. A wide-range experimental and kinetic modeling study of the pyrolysis and oxidation of 1-butyne Proceedings of the Combustion Institute 1 January 2023 https://www.sciencedirect.com/science/article/pii/S1540748922004357 39 1 355–364 10.1016/j.proci.2022.09.044 2 April 2025 subscription 10754/686057 free 1-Butyne is in unsaturated C4 petroleum cuts, and has to be separated out in industrial hydrorefining to make 1-butene, which is used to make low density polyethylene and polybutene. Distillation is impractical due to similar boiling points, so 1-butyne is removed by catalytic hydrogenation.García Colli G. Alves J. A. Martínez O. M. Barreto G. F. Application of a catalytic membrane reactor to the selective hydrogenation of 1-Butyne Chemical Engineering and Processing - Process Intensification 1 August 2019 142 107518 10.1016/j.cep.2019.04.018 Usually the catalyst is palladium, operated with liquid hydrocarbon and hydrogen gas at 20-60°C and pressures up to 10 bar.Alves J. A. Bressa S. P. Martínez O. M. Barreto G. F. Kinetic study of the liquid-phase hydrogenation of 1-butyne over a commercial palladium/alumina catalyst Chemical Engineering Journal 15 January 2007 125 3 131–138 10.1016/j.cej.2006.08.006 https://www.sciencedirect.com/science/article/pii/S1385894706003226 11336/54075 free subscription See also 2-Butyne Butadiene Cyclobutene References External links NIST Chemistry WebBook page for 1-butyne Category:Alkynes Category:Gases