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'3 Cyclohexadiene' in keywords Facet   Publication Year 1977  [X]
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1977[X]
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 Title    Strahlenchemische Cycloadditionen mit Äthylen und Acetylen (Produktbildung und Lösungsmittelwahl)  
 Abstract    R a d ia tio n Chemical C ycloaddition Reactions w ith Ethylene and Acetylene M a n f r e d J . M i r e a c h 1, M a r l i s F. M i r b a c h 1 u n d A l f o n s S a u The (2 + 2) cycloadditions of maleic acid anhydride (MSA) and 1,3-cyclohexadiene (CHD) to ethylene and acetylene were initiated with gamma-rays in different solvents. The four-membered ring products were formed with high selectivity and surprisingly high energy yields in solvents with triplett energies smaller than ethylene and acetylene but higher than MSA and CH D resp. In benzonitrile as a solvent MSA reacts with ethylene to give cyclobutane-l,2-dicarboxylic acid anhydride (1) (G = 0.04) and with acetylene to give cyclobut-3-ene-l,2-dicarboxylic acid anhydride (2) (G = 3.7). The cyclobutene derivative (2) is formed in >80% yield and the bicyclopropyl derivative (3), which is the main product in the photochemical reaction, with a yield of <20%. 1,3-Cyclohexadiene was also added to ethylene to give bicyclo(4,2,0)oct-2-ene (G = 0.4) and bicyclo(2,2,2)oct-2-ene (G = 0.1) under gamma irradiation in methylnaphthalene as a solvent. Under similar conditions addition to acetylene gave bicyclo(4,2,0)octa-2,7-diene (G = 0.04) and bicyclo(2,2,2)octa-2,5-diene (G = 0.3), respectively. 
  Reference    (Z. Naturforsch. 32b, 281—284 [1977]; eingegangen am 6. Oktober 1976) 
  Published    1977 
  Keywords    Cycloaddition, Ethylene, Acetylene, Maleic Acid Anhydride, 1, 3-Cyclohexadiene 
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 TEI-XML for    default:Reihe_B/32/ZNB-1977-32b-0281.pdf 
 Identifier    ZNB-1977-32b-0281 
 Volume    32