Electron Spin Resonance Studies of Hydrogen and Deuterium Bombardment of Unsaturated Hydrocarbons At 77K

摘要

The interaction of free atoms and radicals with unsaturated compounds has been a field of considerable interest. In this present work, the reactions of solid unsaturated hydrocarbons at 77K with gaseous hydrogen atoms are studied by electron spin resonance (esr). The hydrogen atom adds directly to the terminal position of the double bond of trans-2-butene, 2,3-dimethyl-1, 3-butadiene, 2-methyl-1-butene-3-yne, 3,3-dimethyl-1-butene, isobutylene, ethylene, and propylene to produce the sec-butyl, 2,3-dimethyl-2-butenyl, 1,1-dimethyl-2-propynyl, 1,2,2-trimethyl propyl, t-butyl, ethyl, and isopropyl radicals, respectively. The addition reaction of H atoms to trans-1,3-pentadiene occurs at the terminal carbon atom of the terminal double bond to produce the 1-methyl-2-butenyl radical. Confirmation of an addition reaction was made by bombarding the unsaturate first with hydrogen and then with deuterium. The two radicals can be distinguished by their esr spectra. On bombardment of allene with H atoms the allenyl radical was observed. This radical was produced by an abstraction of a hydrogen atom from allene.