ISSN:
1572-879X
Keywords:
Montmorillonite clay
;
catalysis
;
nitrodecarboxylation
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract Nitration ofp-anisic acid in clay microenvironment yields 2,4-dinitroanisole in about 40–60% yield, in addition to the conventional nitration product, namely 3-nitro-4-methoxybenzoic acid. While clay directed nitration ofp-methoxyacetophenone gives only 3-nitro-4-methoxy-acetophenone, withm-nitrobenzoic acid, nitrodecarboxylation yieldingm-dinitrobenzene is the only reaction course. The observed greater ipso-nitration facilitated by a nitro group may be attributed to the greater ease with which the Wheland intermediate may decompose via a cyclic six-membered transition state.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00767381
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