Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance work on Wednesday 27th March 2019 from 11:00 AM to 1:00 PM (GMT).

During this time our website performance may be temporarily affected. We apologise for any inconvenience this might cause and thank you for your patience.


Issue 3, 1999
Previous Article Next Article

Monobromoindigos: a new general synthesis, the characterization of all four isomers and an investigation into the purple colour of 6,6′-dibromoindigo

Abstract

A new general synthesis of all four isomers of monobromoindigo is outlined, the synthesis of 4-, 6- and 7-bromoindigo being described for the first time. All four monobromoindigos as well as indigo and the historically important 6,6′-dibromoindigo (Tyrian purple) have been characterized by 1H NMR spectroscopy of their N,N′-bis(trifluoroacetyl) derivatives, by FT-IR and FT Raman spectroscopy, and by their visible absorption spectra in solution and as dyes on wool. The absorption spectra of the dyes have been calculated by molecular mechanics (MM+) and semiempirical MO (PM3) methods. The purple colour of wool dyed with 6,6′-dibromoindigo is thought to be due to the interaction of the π systems of two parallel molecules that are brought together by van der Waals attraction between the bromine atoms.

Back to tab navigation

Supplementary files


Article type: Paper
DOI: 10.1039/A808562E
Citation: New J. Chem., 1999,23, 323-328

  •   Request permissions

    Monobromoindigos: a new general synthesis, the characterization of all four isomers and an investigation into the purple colour of 6,6′-dibromoindigo

    R. J. H. Clark and C. J. Cooksey, New J. Chem., 1999, 23, 323
    DOI: 10.1039/A808562E

Search articles by author

Spotlight

Advertisements