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Cyclopropene
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===Early syntheses=== The first confirmed synthesis of cyclopropene, carried out by Dem'yanov and Doyarenko, involved the [[thermal decomposition]] of trimethylcyclopropylammonium hydroxide over platinized clay at approximately 300 Β°C. <ref>{{Cite book|last1=Hart|first1=Harold|url=https://books.google.com/books?id=qhwSBQAAQBAJ|title=Advances in Alicyclic Chemistry|last2=Karabatsos|first2=G. J.|publisher=Academic Press Inc.|year=1966|volume=1|location=New York and London|page=55|isbn=9781483224206|language=en}} </ref> This reaction produces mainly [[trimethylamine]] and dimethylcyclopropyl amine, together with about 5% of cyclopropene. Later Schlatter improved the pyrolytic reaction conditions using platinized [[asbestos]] as a [[Catalysis|catalyst]] at 320β330 Β°C and obtained cyclopropene in 45% [[Yield (chemistry)|yield]].<ref>{{Cite journal|last=Schlatter|first=Maurice J.|date=1941-06-01|title=The Preparation of Cyclopropene|url=https://doi.org/10.1021/ja01851a068|journal=Journal of the American Chemical Society|volume=63|issue=6|pages=1733β1737|doi=10.1021/ja01851a068|issn=0002-7863|url-access=subscription}}</ref> Cyclopropene can also be obtained in about 1% yield by thermolysis of the adduct of [[cycloheptatriene]] and [[dimethyl acetylenedicarboxylate]].<ref>{{Cite book|url=https://books.google.com/books?id=GVeGAwAAQBAJ&dq=alder+jacobs+cyclopropene+1528&pg=PA2713|title=Houben-Weyl. Methods of Organic Chemistry β Cyclopropanes, Authors Index, Compound Index|publisher=George Thieme Verlag|year=1997|isbn=978-3-13-101644-7|editor-last=de Meijere|editor-first=Armin|volume=E 17d|location=Stuttgart, New York|pages=2712β2713|language=en}}</ref>
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