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Title: DIRECT DIMERIZATION OF TERMINAL OLEFINS BY IONIZING RADIATION

Journal Article · · Journal of the American Chemical Society (U.S.)
DOI:https://doi.org/10.1021/ja01518a007· OSTI ID:4255143

Terminal olefins were irradiated in liquid phase with high energy electrons and -rays to study the mechanism of radiolysis. Low molecular weight polymers were the principal products. The dimeric fraction was mainly monoolefin, with small amounts of diolefins. paraffins and cyclic material. Hydrogenation of the dimer yielded n-dodecane (45%) and 5-methylundecane (35%). Ozonolysis of the dimer fraction and identification of the isolated acids provided a pattern consistent with the location of the double bond in any of several of the possible locations in the simple carbon skeletons. The contrast between these structures and those obtained in free radical-induced reactions of terminal olefins provides evidence against a free radical mechanism. An ion- molecule mechanism is proposed to explain these faets; it is postulated that the molecule ion reacts directly with a molecule to form a carbon-carbon bond utilizing the pi electrons of the molecule. The energy-rich complex so formed is held together in the liquid cage until its energy is dissipated by collision. (auth)

Research Organization:
Univ. of Chicago; Shell Development Co., Emeryville, Calif.
Sponsoring Organization:
USDOE
NSA Number:
NSA-13-013349
OSTI ID:
4255143
Journal Information:
Journal of the American Chemical Society (U.S.), Vol. Vol: 81; Other Information: Orig. Receipt Date: 31-DEC-59
Country of Publication:
Country unknown/Code not available
Language:
English

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