Colorimetric monitoring of solid-phase aldehydes using 2,4- dinitrophenylhydrazine

Simon K. Shannon, George Barany

Research output: Contribution to journalArticle

34 Scopus citations

Abstract

A simple and rapid method to achieve colorimetric monitoring of resin-bound aldehydes, based on ambient temperature reaction with 2,4-dinitrophenylhydrazine (DNPH) in the presence of dilute acid, has been developed as an adjunct to solid-phase organic synthesis and combinatorial chemistry. By this test, the presence of aldehydes is indicated by a red to dark-orange appearance, within a minute. Alternatively, resins that are free of aldehydes or in which aldehyde functions have reacted completely retain their original color. The DNPH test was demonstrated for poly(ethylene glycol)-polystyrene (PEG-PS), aminomethyl polystyrene (AMP), cross-linked ethoxylate acrylate resin (CLEAR), and acryloylated O,O′-bis(2- aminopropyl)poly-(ethylene glycol) (PEGA) supports and gave results visible to the naked eye at levels as low as 18 μmol of aldehyde per gram of resin.

Original languageEnglish (US)
Pages (from-to)165-170
Number of pages6
JournalJournal of Combinatorial Chemistry
Volume6
Issue number2
DOIs
StatePublished - Mar 2004

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