An Organic Puzzle Using Meldrum's Acid

R. David Crouch and Michael S. Holden
Department of Chemistry, Dickinson College, Carlisle, PA 17013-2896
J. Chem. Educ., 2002, 79 (4), p 477
DOI: 10.1021/ed079p477
Publication Date (Web): April 1, 2002

Abstract

Meldrum's acid or 2,2-dimethyl-1,3-dioxane-4,6-dione undergoes a Knoevenagel condensation with formaldehyde to form an active Michael acceptor for a second molecule of Meldrum's acid. The structure of the resulting product is determined by correlation of the products of possible reactions of Meldrum's acid and formaldehyde with the NMR spectrum of the product.

Keywords (Audience):

Second-Year Undergraduate

Keywords (Domain):

Laboratory Instruction

Keywords (Feature):

The Microscale Laboratory

Keywords (Pedagogy):

Problem Solving / Decision Making

Keywords (Subject):

NMR Spectroscopy

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  • Received: August 03, 2009

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