Jump to content

Triarylmethane dye

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by 195.124.137.164 (talk) at 13:21, 6 December 2011 (Fixed link to Brilliant Green (dye)). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Triarylmethane dyes are synthetic organic compounds containing triphenylmethane backbones. As dyes, these compounds are intensely colored. Many of these dyes undergo reactions in response to acid and base, and thus serve as pH indicators.[1]

Bromocresol green reacts with acids and bases to give differently colored compounds

As a consequence of their structure, the Friedel-Crafts alkylation reaction is a popular method to prepare many of these compounds:

Friedel-Crafts synthesis of thymolphthalein

Families

Some triarylmethane dyes can be grouped into families of dyes with very similar structures. In some cases, the anions associated with the cationic dyes (say crystal violet) vary even though the name of the dye does not.

Methyl violet dyes

Fuchsine dyes

Fuchsine dyes have amine functional groups at the p-positions of each phenyl group.

Phenol dyes

Phenol dyes have hydroxyl groups at the p positions of each phenyl group.

Malachite green dyes

Bridged arenes

Where two of the aryl groups are bridged by a heteroatom, these triarylmethane compounds may be further categorized into acridines (nitrogen-bridged), xanthenes (oxygen-bridged), and thioxanthenes (sulfur-bridged).

References

  1. ^ Gessner, Thomas; Mayer, Udo (2000). "Triarylmethane and Diarylmethane Dyes". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a27_179. ISBN 978-3527306732.