Accession Number:

AD0753652

Title:

Gamma-Radiolysis of Tertiary Aromatic Amines.

Descriptive Note:

Final technical rept. 1 Oct 71-30 Sep 72,

Corporate Author:

NEWCASTLE-UPON-TYNE UNIV (ENGLAND) DEPT OF ORGANIC CHEMISTRY

Personal Author(s):

• Khandelwal,G. D.
• Swan,G. A.

Report Date:

1972-10-01

Pagination or Media Count:

14.0

Abstract:

Earlier research on the gamma-radiolysis of 1-phenylpiperidine has been extended to give evidence of the formation of the enamine 1-phenyl-2-piperideine as an intermediate. Thus, irradiation of the amine in the presence of N-phenylmaleimide yields 1,2,3,4,5,6-hexahydro-4aH-benzo cquinolizine-5-6-N-phenyldicarboximide but if the amine is first irradiated in the pure state, and subsequently treated with N-phenylmaleimide, an isomeric product is obtained. Gamma-radiolysis of, or reaction of t-butoxy radicals with 1-phenylhexahydroazepine yields the radical coupling dimer 1,1diphenyldodecahydro-2,2-biazepine. A number of 2-arylhexahydroisoindolines and 2-p-tolyloctahydrocyclopenta cpyrrole were also prepared. Reaction of compounds with t-butoxy radicals afforded dimeric products analogous to one obtained from 1-phenylpyrrolidine.

Descriptors:

• *AMINES
• *RADIATION CHEMISTRY
• *NITROGEN HETEROCYCLIC COMPOUNDS
• RADIATION CHEMISTRY
• GAMMA RAYS
• FREE RADICALS
• PIPERIDINES
• UNITED KINGDOM

Subject Categories:

• Radiation and Nuclear Chemistry

Distribution Statement:

APPROVED FOR PUBLIC RELEASE