Electrophilic substitution in pyrroles. Part I. Reaction with 4-dimethylaminobenzaldehyde (Ehrlich's reagent) in acid solution
- 1 January 1976
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 6,p. 696-701
- https://doi.org/10.1039/p29760000696
Abstract
The kinetics of the reaction between various pyrroles and 4-dimethylaminobenzaldehyde (DMAB) in acid solution has been examined by stopped-flow spectrophotometry. The mechanism is rate-determining attack by O-protonated DMAB on free pyrrole followed by elimination of water. The activating effect of a methyl group on various positions in the pyrrole ring has been determined.Keywords
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