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Linear alkane radical cations prepared in synthetic zeolites by irradiation at 4 K: ESR evidence for ion-molecule reaction to form 1-alkyl radicals

Journal Article · · J. Am. Chem. Soc.; (United States)
DOI:https://doi.org/10.1021/ja00249a011· OSTI ID:6084437
; ;
A new method is explored for preparing radical cations of alkanes in the system other than halogenated and neon matrices. The radical cations are produced from n-C/sub 6/H/sub 14/ and n-C/sub 8/H/sub 18/ adsorbed in synthetic zeolite (ZSM-5) by X-irradiation at 4 K. The ESR spectra show that the cations exhibit the planar extended structure without showing coexistence of the gauche conformer. With increasing the concentration of alkanes, the parent molecules are increasingly adsorbed as a dimer, from which the 1-alkyl radical is preferentially formed during irradiation at 4 K. This indicates that the n-alkane radical cation undergoes prompt deprotonation via the ion-molecular reaction when a neighboring alkane molecule exists as a proton acceptor in the adsorbed site. The formation of the 1-alkyl radical is consistent with the high unpaired electron density in the in-plane C-H bonds at the chain end of the radical cations. These results are closely related to their previous finding of the selective formation of the 1-alkyl radicals in the 4 K radiolysis of crystalline neat linear alkanes.
OSTI ID:
6084437
Journal Information:
J. Am. Chem. Soc.; (United States), Journal Name: J. Am. Chem. Soc.; (United States) Vol. 109:15; ISSN JACSA
Country of Publication:
United States
Language:
English

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Related Subjects

38 RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY
400600* -- Radiation Chemistry
ADSORPTION
ALKANES
CATIONS
CHARGED PARTICLES
CHEMICAL PREPARATION
CHEMICAL RADIATION EFFECTS
CHEMICAL REACTIONS
CHEMISTRY
DATA
DECOMPOSITION
ELECTROMAGNETIC RADIATION
ELECTRON SPIN RESONANCE
EXPERIMENTAL DATA
HYDROCARBONS
INFORMATION
INORGANIC ION EXCHANGERS
ION EXCHANGE MATERIALS
IONIZING RADIATIONS
IONS
MAGNETIC RESONANCE
MATERIALS
MINERALS
NUMERICAL DATA
ORGANIC COMPOUNDS
RADIATION CHEMISTRY
RADIATION EFFECTS
RADIATIONS
RADICALS
RADIOLYSIS
RESONANCE
SORPTION
SORPTIVE PROPERTIES
SURFACE PROPERTIES
SYNTHESIS
ULTRALOW TEMPERATURE
X RADIATION
ZEOLITES