Bipyrrole Q1

from Wikipedia, the free encyclopedia
Structural formula
Structural formula bipyrrole Q1
General
Surname Bipyrrole Q1
other names
  • Heptachloro-1'-methyl-1,2'-bipyrrole
  • Q1
  • U3
Molecular formula C 9 H 3 Cl 7 N 2
External identifiers / databases
CAS number 428442-17-5
Wikidata Q864954
properties
Molar mass 387.31 g · mol -1
Physical state

firmly

Melting point

154-155.5 ° C

safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Bipyrrole Q1 is a pyrrole - derivative and a naturally occurring " environmental toxin " which is similar to polychlorinated biphenyls human origin in the food chain accumulate up to humans. The connection was found and identified between 1999 and 2002.

Occurrence

The bipyrrole has mainly been detected in marine mammals (such as seals, dolphins and whales) in adipose tissue as well as in fish and birds. Interestingly, the measured concentrations are much higher in the southern hemisphere than in the north. People who eat whale bacon, such as: B. common in the Faroe Islands , also take on Q1. In Eskimo women who had fed on whale blubber, which bipyrrole could be detected in breast milk Q1. Little is known about the effects on animal and human health. The highest value measured in the adipose tissue of a dolphin was 14 ppm .

The origin of this natural substance is not entirely clear; however, it is believed to be produced by a marine bacterium and to be a defense agent. Similar, chlorinated bipyrroles have also been discovered in various sea birds that feed on marine life. Q1 is a remarkable example of the accumulation of polychlorinated aromatics that are of natural origin and have not been introduced into the natural cycle by humans.

Individual evidence

  1. ↑ Database Natural Products CD-ROM ver 15: 1, 1982-2007 Chapman & Hall, CRC
  2. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  3. ↑ Structure and synthesis of the natural product heptachlor-1'-methyl-1,2'-bipyrrole (Q1) , Angewandte Chemie , (2002), 41 (10), p. 1740-1743
  4. ↑ Andreas Hornung: Halogenases from Actinomycetes: Functional and phylogenetic studies , 2005, Diss. Ad Albert-Ludwigs-Universität Freiburg
  5. ↑ The heptachlor-1-methyl-1,2-bipyrrole Q1 , Institute for Food Chemistry at the University of Hohenheim

literature