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The reaction of phenol with formaldehyde. III. selective hydroxymethylation of phenols at the ortho-position

✍ Scribed by H. G. Peer

Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
493 KB
Volume
79
Category
Article
ISSN
0165-0513

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✦ Synopsis

Abstract

The effect of chelating substances on the orientation of hydroxymethyl groups in the reaction of phenol with formaldehyde is described.

It is found that when using hydroxides of the transition metals, Cu, Cr, Mn, Ni and Co, in aequous solution at pH = 4‐5, hydroxymethylation occurs mainly at the ortho‐position.

Similar results were obtained with boric acid in benzene solution.

Chelate formation in the transition state for ortho‐substitution is supposed to be the basic reason for the selective catalysis.

πŸ“œ SIMILAR VOLUMES

The reaction of phenol with formaldehyde
The reaction of phenol with formaldehyde: II. The ratio of ortho- and para-hydroxymethylphenol in the base-catalyzed hydroxymethylation of phenol.
✍ H. G. Peer πŸ“‚ Article πŸ“… 2010 πŸ› Elsevier Science 🌐 English βš– 531 KB

## Abstract A kinetic study of the first step in the reaction of phenol and formaldehyde, the formation of __ortho‐__ and __para__‐hydroxymethylphenol, is described. It is found that when using NaOH or KOH as a catalyst under weakly alkaline conditions (pH = 8.5‐10.5) at 30Β° C, the __para__‐positi