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Propyne
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==Production and equilibrium with propadiene== Propyne exists in equilibrium with [[propadiene]], the mixture of propyne and propadiene being called MAPD: :{{chem2|H3C\sC\tCH ⇌ H2C\dC\dCH2}} The [[Chemical equilibrium|coefficient of equilibrium]] ''K''<sub>eq</sub> is 0.22 at 270 °C or 0.1 at 5 °C. MAPD is produced as a side product, often an undesirable one, by [[cracking (chemistry)|cracking]] [[propane]] to produce [[propene]], an important [[feedstock]] in the [[chemical industry]].<ref name=Ullmann/> MAPD interferes with the [[Ziegler–Natta catalyst|catalytic]] [[polymerization]] of propene. ===Laboratory methods=== Propyne can also be synthesized on laboratory scale by reducing [[1-propanol]],<ref>{{cite journal|author1=Keiser, Edward |author2=Breed, Mary |name-list-style=amp |title=The Action of Magnesium Upon the Vapors of the Alcohols and a New Method of Preparing Allylene|journal=Journal of the Franklin Institute|year=1895|volume=CXXXIX|issue=4 |pages=304–309|url=https://books.google.com/books?id=jn-VkwcIt5QC&q=allylene+franklin+magnesium&pg=PA309|access-date=20 February 2014|doi=10.1016/0016-0032(85)90206-6}}</ref> [[allyl alcohol]] or [[acetone]]<ref>{{cite journal|last=Reiser, Edward II.|title=The preparation of Allylene, and the Action of Magnesium upon Organic Compounds|journal=The Chemical News and Journal of Industrial Science|year=1896|volume=LXXIV|pages=78–80|url=https://books.google.com/books?id=TxgAAAAAMAAJ&q=allylene+magnesium+preparing&pg=PA78|access-date=20 February 2014}}</ref> vapors over magnesium.
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