The Shape-Selective Acylation of 2-Methoxynaphthalene, Catalyzed by Zeolites Y, Beta and ZSM-12

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Title:The Shape-Selective Acylation of 2-Methoxynaphthalene, Catalyzed by Zeolites Y, Beta and ZSM-12
Creators:
Harvey, Gillian
Mäder, Georg
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 57, 4, pp. 862-868

Abstract

The Friedel-Crafts acylation of 2-methoxynaphthalene (2MN) was investigated using zeolites USY, Beta and ZSM-12 as catalysts under batch conditions at 100 and 180 °C. Two ketone isomers, 1-acetyl-2-methoxynaphthalene (1AC) and 2-acetyl-6-methoxynaphthalene (2AC) were produced; the selectivity of the reaction could be influenced by the zeolite used. USY produced only the 1AC isomer whereas Beta and ZSM-12 produced both. Selective synthesis of 2AC was achieved by optimization of the reaction conditions using zeolite Beta as the catalyst. It was also observed that the 1AC ketone is unstable in contact with acid zeolite catalysts and undergoes protiodeacylation, a reaction previously only observed in the presence of strong mineral acids.

Title:The Shape-Selective Acylation of 2-Methoxynaphthalene, Catalyzed by Zeolites Y, Beta and ZSM-12
Creators:
Harvey, Gillian
Mäder, Georg
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:57
Number:4
Page Range:pp. 862-868
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19920862UNSPECIFIED
ID Code:83
Item Type:Article
Deposited On:06 Feb 2009 16:38
Last Modified:06 Feb 2009 15:39

Citation

Harvey, Gillian; Mäder, Georg (1992) The Shape-Selective Acylation of 2-Methoxynaphthalene, Catalyzed by Zeolites Y, Beta and ZSM-12. Collection of Czechoslovak Chemical Communications, 57 (4). pp. 862-868. ISSN 0010-0765

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