Issue 2, 1977

Decarboxylation of endo- and exo-6-isobutyl-1,4-dimethyl-2,7-dioxabicyclo[2.2.1]heptane-6-carboxylic acids

Abstract

Decarboxylation of the title endo-acid (1) in chlorobenzene follows first-order kinetics with k= 3·7 × 10–4 s–1 at 69 °C and is significantly faster than decarboxylation of the corresponding exo-acid (2) with k= 7·8 × 10–5 s–1 at 121 °C; both (1) and (2) decarboxylate faster than a model compound, 2-methyl-1,3-dioxolan-2-acetic acid (5).

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1977, 35-36

Decarboxylation of endo- and exo-6-isobutyl-1,4-dimethyl-2,7-dioxabicyclo[2.2.1]heptane-6-carboxylic acids

R. S. Atkinson and J. E. Miller, J. Chem. Soc., Chem. Commun., 1977, 35 DOI: 10.1039/C39770000035

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