Formation of 2,6-Dimethylaniline from 2,6-Dimethylphenol with Catalysts Obtained via Anchoring Colloidal Palladium Compounds on Carbon Supports Full article
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Journal of Molecular Catalysis (Continued after 1994 as Journal of Molecular Catalysis A: Chemical and Journal of Molecular Catalysis B: Enzymatic)
ISSN: 0304-5102 |
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| Output data | Year: 1989, Volume: 55, Number: 1, Pages: 415-428 Pages count : 14 DOI: 10.1016/0304-5102(89)80276-7 | ||
| Tags | Ammonia--Applications; Aromatic Compounds--Synthesis; Catalysts--Palladium Compounds; Chromatographic Analysis--Applications; Spectroscopy--Applications | ||
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Abstract:
The interaction of phenols with ammonia in the presence of Pt metals opens up a new route for the production of aromatic amines. A multistep reaction for the production of 2,6-dimethylaniline from ammonia and 2,6-dimethylphenol, assisted by a Pd/C catalyst, has been studied. The anchoring colloidal Pd(OH)2 on a granulated carbon support enables an eggshell-type catalyst to be obtained with a narrow size distribution of Pd particles (40 – 60 Å). The kinetic principles involved in the transformation of all stable intermediates over the Pd/C catalyst have been established. Thus, 2,6-dimethylaniline is formed from 2,6-dimethylphenol via the interaction of 2,6-dimethylcyclohexanone with ammonia. Gas-liquid chromatography, IR and 1H and 14N NMR methods have been employed to characterize the transformations of 2,6-dimethylcyclohexanone and ammonia to 2,6-dimethyl-aniline. The data obtained suggest that surface hydride states of Pd of an acid type catalyze the addition of ammonia to the carbonyl group of 2,6-dimethyl-cyclohexanone to produce 2,6-dimethylcyclohexylimine which then dehydrogenates to yield 2,6-dimethylaniline. A general kinetic scheme for the transformation of 2,6-dimethylphenol to 2,6-dimethylaniline and a mechanism for the key step have been proposed.
Cite:
Semikolenov V.A.
, Boldyreva M.E.
, Shmidt Y.V.
, Stepanov A.G.
Formation of 2,6-Dimethylaniline from 2,6-Dimethylphenol with Catalysts Obtained via Anchoring Colloidal Palladium Compounds on Carbon Supports
Journal of Molecular Catalysis (Continued after 1994 as Journal of Molecular Catalysis A: Chemical and Journal of Molecular Catalysis B: Enzymatic). 1989. V.55. N1. P.415-428. DOI: 10.1016/0304-5102(89)80276-7 WOS Scopus РИНЦ ANCAN OpenAlex
Formation of 2,6-Dimethylaniline from 2,6-Dimethylphenol with Catalysts Obtained via Anchoring Colloidal Palladium Compounds on Carbon Supports
Journal of Molecular Catalysis (Continued after 1994 as Journal of Molecular Catalysis A: Chemical and Journal of Molecular Catalysis B: Enzymatic). 1989. V.55. N1. P.415-428. DOI: 10.1016/0304-5102(89)80276-7 WOS Scopus РИНЦ ANCAN OpenAlex
Dates:
| Published print: | Nov 1, 1989 |
| Published online: | Oct 2, 2001 |
Identifiers:
| Web of science: | WOS:A1989CG95900040 |
| Scopus: | 2-s2.0-0024767196 |
| Elibrary: | 31094202 |
| Chemical Abstracts: | 1990:496772 |
| Chemical Abstracts (print): | 113:96772 |
| OpenAlex: | W2020052155 |