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Study of the rearrangement of N-alkylanilines to P-aminoalkylbencene. III. N-n-propil-l-14{sup C} aniline; Estudio de la transposicion de N-Alquilanilinas a p-Aminoalquibenceno mediante 14{sup C}. III. N-n Propilanilina

Abstract

The rearrangement of N-n-propyl aniline to p-amino propylbenzene has been studied at 250 degree centigrade using several catalysts: CoCl{sub 2}, ZnCl{sub 2} and HBr. N-propyl-1-14{sup C}-aniline has been synthesized from sodium propionate-1-14{sup C} through conversion to n-propyl-1-14{sup C}-iodide and further reaction with aniline. After the rearrangement and among the reaction products both p-aminopropylbenzene and p-aminoisopropylbencene were found. To determine the 14{sup C} position in both the starting aniline and reaction products two degradation schemes are followed. In the light of experimental evidence a mechanism is set forth based on the assumption of an organic cation as intermediate. (Author) 13 refs.
Publication Date:
Jul 01, 1964
Product Type:
Technical Report
Report Number:
JEN-140
Subject:
07 ISOTOPES AND RADIATION SOURCES; SODIUM; ANILINE; IODIDES; ORGANIC COMPOUNDS; CATIONS; ETHYLENE PROPYLENE DIENE POLYMERS; BENZENE; ALKYL BENZENESULFONATES
OSTI ID:
21161083
Research Organizations:
Junta de Energia Nuclear (JEN), Madrid (Spain)
Country of Origin:
Spain
Language:
Spanish
Other Identifying Numbers:
TRN: ES09B0263
Availability:
Commercial reproduction prohibited; OSTI as DE21161083
Submitting Site:
SPN
Size:
14 pages
Announcement Date:
May 22, 2009

Citation Formats

Molera, J M, Gamboa, J M, Val del Cob, M, and Ortin, N. Study of the rearrangement of N-alkylanilines to P-aminoalkylbencene. III. N-n-propil-l-14{sup C} aniline; Estudio de la transposicion de N-Alquilanilinas a p-Aminoalquibenceno mediante 14{sup C}. III. N-n Propilanilina. Spain: N. p., 1964. Web.
Molera, J M, Gamboa, J M, Val del Cob, M, & Ortin, N. Study of the rearrangement of N-alkylanilines to P-aminoalkylbencene. III. N-n-propil-l-14{sup C} aniline; Estudio de la transposicion de N-Alquilanilinas a p-Aminoalquibenceno mediante 14{sup C}. III. N-n Propilanilina. Spain.
Molera, J M, Gamboa, J M, Val del Cob, M, and Ortin, N. 1964. "Study of the rearrangement of N-alkylanilines to P-aminoalkylbencene. III. N-n-propil-l-14{sup C} aniline; Estudio de la transposicion de N-Alquilanilinas a p-Aminoalquibenceno mediante 14{sup C}. III. N-n Propilanilina." Spain.
@misc{etde_21161083,
title = {Study of the rearrangement of N-alkylanilines to P-aminoalkylbencene. III. N-n-propil-l-14{sup C} aniline; Estudio de la transposicion de N-Alquilanilinas a p-Aminoalquibenceno mediante 14{sup C}. III. N-n Propilanilina}
author = {Molera, J M, Gamboa, J M, Val del Cob, M, and Ortin, N}
abstractNote = {The rearrangement of N-n-propyl aniline to p-amino propylbenzene has been studied at 250 degree centigrade using several catalysts: CoCl{sub 2}, ZnCl{sub 2} and HBr. N-propyl-1-14{sup C}-aniline has been synthesized from sodium propionate-1-14{sup C} through conversion to n-propyl-1-14{sup C}-iodide and further reaction with aniline. After the rearrangement and among the reaction products both p-aminopropylbenzene and p-aminoisopropylbencene were found. To determine the 14{sup C} position in both the starting aniline and reaction products two degradation schemes are followed. In the light of experimental evidence a mechanism is set forth based on the assumption of an organic cation as intermediate. (Author) 13 refs.}
place = {Spain}
year = {1964}
month = {Jul}
}