A novel approach for selective cross aldol condensation using reusable NaOH-cationic micellar systems

Authors: Manu Vashishtha, Manish Mishra, Dinesh O. Shah

Abstract:
The efficiency of NaOH-cationic micellar systems was demonstrated for selective cross aldol condensation of benzaldehyde with n-heptanal (as model reaction, which involves cross and self condensation reactions) in equimolar amount to synthesize jasminaldehyde (cross product) with high selectivity. In comparison of biphasic reactions in NaOH aqueous solution (in absence of surfactant), the aldol reactions in NaOH-micellar solution were faster and selective to cross product without consumption of NaOH. The reaction rate and jasminaldehyde selectivity was observed to be influenced by surfactant concentration and reaction temperature. The equimolar reaction of both aldehydes in NaOH-cetyltrimethyl ammonium bromide (CTAB: 200 mM) aqueous solution resulted to highest conversion of n-heptanal (99%) with 90% selectivity to jasminaldehyde within 4 h. The reusability of NaOH-CTAB system was examined for five reaction cycles.

Keywords:
Cross aldol condensation
Base catalysis
Jasminaldehyde
Cetyltrimethyl ammonium bromide
Micelles
Micellar catalysis
Reuse of micellar solution and NaOH

Published in: Applied catalysis A: General  (Volume 466, Pages 1-314, 10 September 2013)

Publisher: Elsevier  

ISSN Information: 0926-860X

A novel approach for selective cross aldol condensation using reusable NaOH-cationic micellar systems

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